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$2,995,000
3 Beds 5 Baths
Nestled on just over 3 picturesque acres along the Miles River, this exceptional waterfront estate is the epitome of Eastern Shore charm. Renovated in 2017, the beautifully appointed residence is designed to maximize its stunning setting, with breathtaking water views from most rooms and an abundance of natural light throughout. The thoughtfully designed kitchen serves as the heart of the home and is ideal for both everyday living and entertaining. Featuring a large center island, high-end stainless steel appliances, custom cabinetry, and generous workspace, the kitchen flows seamlessly into the dining area and inviting river room, where expansive windows frame the spectacular waterfront views. The outdoor living spaces are equally impressive. A stunning negative-edge pool with elegant fire features creates a private resort-like atmosphere, while impeccably maintained grounds provide the perfect backdrop for relaxing or hosting family and friends. The rip-rapped shoreline leads to a private dock equipped with two boat lifts and approximately five feet of mean low water, offering easy access to the Miles River and the Chesapeake Bay beyond. Multiple sheds and large barn provide for storage of your boat and more. Whether you're working remotely, enjoying a weekend retreat, or seeking a year-round residence, this property offers exceptional convenience. High-speed Easton Velocity internet makes working from home effortless, while the property's location provides quick access to Easton Airport, the Easton Bypass, and the shops, restaurants, and waterfront attractions of St. Michaels. This extraordinary offering presents a rare opportunity to experience the very best of waterfront living on Maryland's Eastern Shore.

27625 Parkway Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$287,000
2 Beds 2 Baths
Professional photos coming soon! 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: kelly.thompson@cbmove.com

$495,000
3 Beds 3 Baths
Welcome to easy living in one of Easton's most sought-after 55+ communities. Situated on a desirable corner lot with mature landscaping, this well-maintained Thurston model offers a thoughtfully designed floor plan with a first-floor primary suite, an additional main-level bedroom and full bath, a spacious family room open to the kitchen, and a bright sunroom. Upstairs offers a private guest suite and versatile loft, perfect for visitors or a home office. Recent updates include fresh paint in select rooms. Additional highlights include hardwood flooring throughout the main living areas, a two-car garage, irrigation system, and private patio. Community amenities include a clubhouse with a fitness center and game rooms, an outdoor pool, tennis courts, and walking trails. Conveniently located just minutes from downtown Easton, shopping, restaurants, and medical facilities.

29833 Hillary Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$595,000
3 Beds 3 Baths
Welcome to 11 Londonderry Drive, a thoughtfully updated Easton home in the established Thread Haven neighborhood. Set on more than half an acre with no HOA, this inviting property offers a fenced backyard, two-car garage, wraparound front porch and a private outdoor setting just minutes from downtown Easton. The light-filled main level features an open, comfortable flow for everyday living and entertaining. The kitchen includes a newly constructed pantry, generous workspace and sculpted pendant lighting by award-winning designer Lightexture. Additional improvements include new lighting throughout, a new first-floor coat closet, updated stair railing, concealed laundry doors, and fresh paint on the main level and guest room in July 2026. Upstairs, the primary bedroom features a new ClosetMaid custom closet. Major updates include a new roof in December 2020, crawl-space vapor barrier, energy-efficient water heater in 2022, dishwasher in 2022 and microwave in 2025. Outdoor living is a highlight, with a re-stained deck and front porch, new front porch stairs and railing, refreshed landscaping, and a new fire pit with flagstone path. Enjoy morning coffee on the porch, evenings around the fire pit, and the convenience of nearby shopping, dining, parks, healthcare and all that Easton has to offer. With its spacious lot, thoughtful improvements, garage, outdoor living areas and no HOA, 11 Londonderry Drive offers an appealing combination of comfort, privacy and Eastern Shore lifestyle.

11 Londonderry Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$409,500
4 Beds 3 Baths
Welcome home to this beautifully maintained, 2,352-square-foot townhome nestled in the highly sought-after Villages at Mill Race community in Palmer Township. Boasting a bright and airy 2-story layout, this spacious 6-room residence features 4 generously sized bedrooms and 2.5 bathrooms, offering the perfect blend of modern comfort and effortless suburban living. The main level welcomes you with an open floor plan, highlighting a cozy electric fireplace perfect for chilly evenings, and a seamless flow ideal for entertaining. Upstairs, the expansive primary suite and additional bedrooms provide ample closet space and natural light. Looking for more room? The daylight, partially finished basement offers incredible versatility as a home office, gym, or recreation room, while still leaving plenty of dedicated space for mechanicals and storage .Enjoy the peace of mind that comes with an attached 2-car garage, central A/C, and low-maintenance vinyl siding. Located just minutes from Route 33 and I-78, this home offers the ultimate commuter convenience while keeping local shopping, dining, and scenic trails right at your fingertips. Don’t miss out on this Easton gem!

142 Willow Dr, Easton

Listing courtesy of Houwzer, LLC. Contact: 2677652080

$3,100,000
4 Beds 4 Baths
Set on 28 private acres overlooking Plaindealing Creek along the desirable Easton–St. 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 Shore’s 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, custom built-ins, and sliding doors opening to the waterside patio, creating a seamless connection to the remarkable setting. A well-appointed kitchen with stainless steel appliances and granite countertops adjoins the separate dining room, where spectacular water views provide a memorable backdrop for gatherings. Two other main-level rooms offer flexibility for an office, family room, exercise room, or other living needs, while a generous laundry room with built-ins and a secondary staircase adds everyday convenience. Upstairs are two additional guest bedrooms and two en-suite baths along with an adjoining bonus room ideal for guests or hobbies, and a second staircase. A true sportsman’s paradise, the property offers deep water, excellent fishing, private hunting, and endless opportunities for boating and recreation. The private pier, completed in 2023, features three slips, a boat lift, and a jet ski lift. With approximately 7' MLW, a newly riprapped shoreline, sandy beach, new BAT septic system installed in 2019, and a new roof completed in 2026, this exceptional waterfront retreat is perfectly suited for those seeking the very best of Eastern Shore living. *Approximately 24 acres are enrolled in a Forest Stewardship Plan. * Please do not drive in without an appointment-security monitoring.

26279 Deep Water Harbor Rd, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$489,000
3 Beds 3 Baths
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 large primary bedroom with sitting area features a walk-in closet, updated walk-in shower, and access to a private balcony with newer polymer membrane, privacy screen, posts, and railings. A second upstairs bedroom and additional full bath complete the upper level. Outdoor spaces include a rear patio overlooking a peaceful lawn, mature trees, and open green space, plus a private balcony for relaxing above it all. Additional conveniences and updates include an attached one-car garage, a newer roof with GAF Silver Pledge warranty, newer gutters and downspouts, newer furnace, newer washer and dryer, recently installed wool stair runner, and an encapsulated crawlspace with dehumidifier. Charming garden accents, including the front yard armillary and backyard concrete bird bath, convey with the home. Enjoy the ease of Easton Club living, where tree-lined surroundings, open green space, panoramic view of expansive open land, and neighborhood amenities create a quiet and convenient setting. The community offers a pool, tennis and pickleball courts, sidewalks, and easy access to downtown Easton, Oxford, shops, dining, and waterfront recreation. With its desirable end-unit location, versatile floor plan, beautiful natural light, and scenic setting, this home is a special opportunity in one of Easton’s established communities. Schedule your private showing today.

28542 Congressional Ct, Easton

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$385,000
3 Beds 3 Baths
OPEN House this Sunday Aug. 9, 1-3pm! 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!

29049 Superior Cir, Easton

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$679,900
4 Beds 3 Baths
Nestled in the coveted Cooke’s Hope community, 28839 Jasper Lane offers the perfect blend of comfort, charm, and scenic surroundings. This spacious end-unit townhome features 4 bedrooms and 2.5 baths, including a desirable first-floor primary suite with a walk-in closet and spa-like soaking tub designed for easy everyday living. The airy, light-filled interior is highlighted by a soaring vaulted ceiling in the living room, where a cozy gas fireplace creates a warm and welcoming focal point. A thoughtfully designed layout provides both functionality and flexibility, while the attached 2-car garage adds convenience. Out back, the home truly shines with a beautifully landscaped patio overlooking a peaceful pond setting — a rare and calming backdrop that adds to the property’s unique appeal. The tranquil water views create an ideal setting for outdoor dining, quiet mornings, or simply enjoying the beauty of nature right from your backyard. As part of the beloved Cooke’s Hope neighborhood, residents enjoy access to walking trails, scenic green spaces, ponds, tennis courts, a dog park, and a strong sense of community, all just moments from the shops, restaurants, and charm of historic Easton.

28839 Jasper Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$465,000
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 washer/dryer, oil furnaces, and hot water heaters. Interior features include a mix of wood and tile/laminate 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 outbuildings/garages 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.

104/106 Stewart St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

$299,900
3 Beds 2 Baths
Huge price improvement 5/21/26! Welcome to 8186 June Way, #307 in Easton—a move-in ready, spacious and bright three-bedroom end townhome located just one mile from downtown Easton. This beautifully situated unit offers the best location in the townhome section of Waylands, featuring a large backyard bordered by trees and a private side deck off the kitchen/dining area overlooking peaceful greenspace. Inside, you’ll find a well-designed floor plan with a first-floor primary suite, open kitchen with breakfast bar flowing into the dining area, a large living room, and convenient laundry on the main level. Upstairs includes two generously sized bedrooms with plenty of closet space and a full hall bath. Additional highlights include ample storage in the attic, a large detached backyard shed, and crawl space access at the rear of the home. Conveniently located near shopping (Giant, Walmart, and more) and with quick access to Route 50 for commuters.

8186 June Way Unit #307, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

$699,999
4 Beds 3 Baths
THIS IS IT! 7586 Easton Club is an entertainer’s dream home—so much fun downstairs with open concept living, eat in kitchen with ample bar seating, double door pantry, a stainless wine fridge, natural gas fireplace, a new salt water hot tub, very private backyard and brick patio, garden seating area, huge driveway for lots of guest parking, and more! Upstairs, you can escape the party by enjoying four sizable bedrooms, including a primary en suite with another vaulted ceiling, a custom walk in closet, and bathroom with dual sinks, a walk in shower, deep soaking tub, heated floors, and heated towel rack. This well-maintained, turn-key Master's Village home in Easton Club is also walkable to the community pool and tennis/pickleball courts and minutes to Historic Easton's fabulous shops, restaurants and galleries. It's not just a home; it's a lifestyle! The brick front of the traditional home is stately. The front door entrance brings you into a grand two-story foyer which leads into a formal sitting area and dining room with tray ceiling to the right, powder room, laundry, interior access to the garage, family room with gas fireplace and eat-in chef's kitchen to the left with stainless steel appliances, large island, wall oven/microwave, wine fridge and pantry. Ceilings are at a generous 9' height, with a higher vaulted ceiling over the eat-in area of the kitchen. The window shades by the eat-in area are electronic. Downstairs, over a half a dozen windows are new, put in by the current owners. Upstairs are all four sizable bedrooms. The large primary suite can easily accommodate a king sized bed with room to spare and offers vaulted ceiling, a custom built walk in closet. double vanity, heated floors, heated towel rack, large soaking tub, and walk in shower. Within the last few years the HVAC, kitchen and baths have been updated and the current owner has put new LVP floors throughout the entire upstairs, new LVP downstairs (there is cherry hardwood underneath the downstairs LVP if preferred). The upstairs guest bathroom tile flooring was newly installed by the current owners. Easton Club offers so many desirable amenities, including a clubhouse, pool, tennis court/pickleball, sidewalks, common areas with ponds and much green space & the community is mere minutes from Historic Downtown Easton's restaurants, shops, museums, doctor offices, hospital, and a short drive to Oxford and St Michaels and approximately 1.5 hrs to Washington DC, Bethesda and Baltimore, less than 1 hr to Annapolis! 1st Floor, bathrooms and primary staged by Wall to Wall Staging, bedrooms three and four are virtually staged. A half dozen of the home's rooms were painted by the sellers within the last few months.

7586 Easton Club Dr, Easton

Listing courtesy of Meredith Fine Properties. Contact: 4107458060

$659,000
3 Beds 2 Baths
Ready by September, this one-of-a-kind Ryan model is set to be the largest one-story home constructed on Sandy Lane, brought to life by Developer Sandy Lane, LLC and renowned local builders Stansbury and Sons. Like all ten homes in this thoughtfully designed new downtown Easton community, the Ryan will be a custom, stick-built residence backed by a one-year builder’s warranty and outfitted with brand-new appliances and systems—allowing homeowners to enjoy their new space without the constant burden of "old house" maintenance. The Ryan's convenient single-level layout includes three bedrooms, two full baths, and a spacious living room with vaulted ceilings that flows seamlessly into the dining area and a beautifully appointed kitchen. A cook's dream, the kitchen features custom cabinetry, including a large pantry cabinet, solid surface countertops, and stainless-steel appliances. The luxurious primary suite offers a private bath with a tiled shower, double sink vanity and a generous walk-in closet. The two additional bedrooms on the opposite side of the floorplan share a stylish hall bath with tub/shower. There is also a dedicated laundry area—strategically placed between the kitchen, primary suite and garage entrance—which completes the interior. Outside, the home boasts a one-car attached garage with an electric car charger, a concrete driveway with parking for two, custom front foundation landscaping, a fully sodded yard, and a rear patio. Sandy Lane homes are built with premium features such as encapsulated, climate-controlled crawl spaces suitable for storage, superior framing and finish work, certified IECC Energy Efficient insulation (R-49 ceiling, R-21 walls), luxury vinyl flooring throughout, ample closet space, and multiple contemporary ceiling fans and fixtures. The Ryan’s flexible design makes it ideal for retirees, remote workers, singles and families alike. All infrastructure costs—including surveys, permits, site work, utilities, and street improvements—have been prepaid by the developer, eliminating typical new construction extended yearly front foot fees for buyers. Located off N Washington Street in Easton, Sandy Lane offers easy access to downtown amenities such as Easton Utilities (electric, water, sewer, cable, and high-speed internet), weekly trash and recycling pickup, and a wealth of recreational options including parks, sports fields, trails, playgrounds, tennis and pickleball courts, a community pool, and a dog park. Easton and Talbot County provide abundant waterfront access, fire and police services, medical facilities, cultural attractions such as the Avalon Theater, The Academy Art Museum, and Maritime Museum, premium shopping, and some of the best dining on the East Coast. The community is subject to Covenants and Restrictions but carries no HOA or associated fees. Developer: Sandy Lane, LLC (MHBR 9512). Builder: Stansbury and Sons Home Improvement Inc. (MHBR 8351). Builder Contract required.

13 Sandy Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

$699,000
3 Beds 3 Baths
Broker and Public Open 4/23 from 10am to Noon! OCCUPANCY PERMIT in hand, move right in! Nestled in the charming town of Easton Maryland, this exquisite new construction offers a perfect blend of modern luxury and traditional elegance. The sixth of Sandy Lane's ten total homes to be built, this design is the first two story that includes a first-floor primary suite with gorgeous en-suite bath and a huge walk-in closet. There are two additional bedrooms up and a 320sf family room, providing a second spacious gathering place for tv watching, reading, homework, pool table, games, the works! It is a thoughtfully designed custom layout providing plenty of space for privacy, relaxation and entertainment. Step inside to discover an inviting open floor plan that seamlessly connects the gourmet kitchen to the dining and living areas. The kitchen as designed is a cook's dream, with an island providing ample workspace and seating for four. The kitchen is equipped with custom cabinetry and elegant countertops as well as stainless appliances. The kitchen island serves as a focal point for gatherings, while recessed lighting and ceiling fans enhance the ambiance throughout the home. The interior is fitted with luxurious vinyl plank flooring and carpeting, creating a warm and comfortable atmosphere. The first-floor primary suite features a huge walk-in closet and a private, beautifully finished bathroom with a custom-tiled shower. Next to the interior entrance to the garage, you will find a convenient, dedicated laundry room and private powder room. Outside, the property is equally impressive. The extensive hardscape and beautifully landscaped front yard create a picturesque setting, with a rear patio and front porch perfect for outdoor entertaining or quiet evenings spent enjoying the neighborhood views. In addition to an encapsulated and climate-controlled crawl space, features include energy-efficient double-pane windows, Certified IECC Energy Efficient insulation (R-49 ceiling, R 21 walls), exterior lighting, and a well-designed gutter system, ensuring both functionality and aesthetic appeal. Whether you are retired, work from home or have a growing family, this flexible floorplan will suit your needs. Parking is a breeze with an attached garage with electric car charger, driveway space for two vehicles, and additional on-street parking available. Located on a cul-de-sac, this home offers a sense of privacy while still being in the heart of downtown, where the vibrant community life of Easton awaits. You can experience the luxury of modern living in a prime downtown Easton location, where every detail has been meticulously crafted to provide comfort and elegance. Don't miss the opportunity to make this stunning residence your own and enjoy the exclusive lifestyle offered on Sandy Lane. Sandy Lane homes are subject to recorded Covenants and Restrictions (attached in docs) but there is no HOA or fees. Developer: Sandy Lane, LLC, MHBR 9512. Builder: Stansbury and Sons Home Improvement Inc., MHBR 8351. BUILDER CONTRACT REQUIRED.

18 Sandy Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

$729,000
4 Beds 4 Baths
Beautifully positioned as an end-unit with southern field views, this townhouse offers 2,433 square feet of living space with 4 bedrooms, 3 full baths, and 1 half bath. Recently painted throughout, the home features gorgeous hardwood floors throughout the first floor and a well-designed floor plan for everyday living and entertaining. The open-concept living and dining areas connect to the kitchen, while two-story ceilings, skylights, and large windows provide abundant natural light. A gas fireplace is the focal point of the main living area. The first-floor primary suite includes two walk-in closets and an ensuite bath. A den, true laundry room, and powder room complete the main level. The upper-level loft overlooks the main living area and provides flexible space for a home office, sitting area, or reading nook. One guest bedroom has an ensuite bath, while two additional bedrooms share a second full bath—making this the only townhouse currently available with two full bathrooms on the upper level. Ample walk-in attic storage provides additional space for seasonal items and storage. The landscaped backyard overlooks open fields and is bordered by mature trees, offering privacy and pleasant views. An attached two-car garage adds everyday convenience. Located in Cooke's Hope, residents enjoy access to ponds, walking trails, tennis courts, a fitness center, dog park, picnic pavilion, and a community dock, all just minutes from downtown Easton.

28933 Jasper Ln, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$475,000
4 Beds 3 Baths
Private backyard in Vibrant Community. Get lost in this backyard oasis close to downtown Easton in the very exciting neighborhood of Mulberry Station. Minutes from downtown Easton, you will get lost in all the special nooks and crannies hiding in your hidden paradise. Lose yourself in a book under the Crepe Myrtles, Zen out next to the manmade Koi ponds with water features. Who needs a sound machine with the peaceful sounds of leaves rustling and babbling brooks babbling? A huge inground pool with a designated firepit area can make any evening special. This thoughtfully designed outdoor space needs to be seen to really be appreciated. Inside, you will find ample room to spread out. The lovely kitchen/family room combo features a gas fireplace to cozy up to. Indoor/Outdoor dining with sliders that open up from your kitchen onto your beautiful large deck with electric awning. Upstairs, Double doors open to your very large primary suite with walk-in closet and en-suite. Three other large bedrooms and bathroom round out the upstairs.

8862 Roundhouse Cir, Easton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact: