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29709 Lyons Dr, Easton
$499,900
3 Beds ⋅ 3 Baths
Welcome to this lovely corner-lot home in desirable Easton Club East, offering 2,342 square feet of thoughtfully designed living space in Del Webb’s popular two-story Wittman model. A welcoming entry introduces beautiful architectural details and a spacious, well-appointed floor plan designed for comfortable everyday living and effortless entertaining. The elegant formal dining room features a tray ceiling, providing a wonderful setting for gatherings and special occasions. The bright, spacious kitchen offers a center island, pantry, abundant cabinetry, and a generous casual dining area. Just beyond, the inviting great room showcases a soaring vaulted ceiling, solar tubes that fill the space with natural light, and a cozy gas fireplace. A lovely sun room provides additional space to relax and unwind, while a dedicated main-level office offers the convenience of working from home. The first-floor primary suite features a spacious walk-in closet and private bath complete with dual vanities, a walk-in shower, and a soaking tub. A second bedroom, full hall bath, and convenient laundry room complete the main level. Upstairs, a fabulous loft-style family room provides a versatile second living area, perfect for relaxing, entertaining, or accommodating guests. A third bedroom and full bath offer additional privacy and flexibility, making this level ideal for extended family or multi generational living. Outside, mature landscaping creates a lovely sense of privacy around the patio, offering a peaceful setting for outdoor enjoyment. Additional highlights include a two-car rear-loading garage, generous driveway, and a new roof installed in 2023. Residents of Easton Club East enjoy an exceptional collection of community amenities, including a clubhouse with fitness room, library, and entertainment space; outdoor swimming pool; tennis and pickleball courts; bocce ball; putting green; picnic areas; gazebos; and scenic walking trails. The community also offers a convenient location for commuting, shopping, dining, and enjoying all that the Eastern Shore has to offer. An Important Distinction: This home is located in the non-age-restricted section of Easton Club East, meaning buyers are not required to be 55 or older. Residents enjoy the same community amenities and are subject to the same HOA dues and regulations.ties.

29709 Lyons Dr, Easton

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

9450 Canvasback Way, St Michaels
$1,895,000
5 Beds ⋅ 6 Baths
Discover the epitome of luxury living in this stunning Colonial home nestled in the desirable Martingham community. This exquisite residence has been freshly painted and boasts 5 spacious bedrooms and 5.5 totally updated bathrooms. The primary bath has an expansive steam shower, soaker tub and heated floors for those chilly mornings. The heart of the home features a spacious gourmet kitchen equipped with stainless steel appliances, including a Kitchen Aid refrigerator, Wolf double oven, Wolf 5 burner gas cooktop and Wolf dishwasher. Major renovations completed in 2026 include new roof with exposed copper valleys, copper gutters, windows and doors on the back of the house of the 1st floor have been replaced, new air handler on the 3rd floor, attic vent foam insulation, crawlspace has been encapsulated with sump pump and dehumidifier, irrigation and landscaping all have elevated this property to new heights, ensuring modern amenities while preserving its classic charm. Enjoy the ambience of two brick fireplaces, the convenience of an upper-floor laundry, and the tranquility of newly finished hardwood flooring throughout. The expansive private 2.34-acre lot faces the 14th hole of The Links at Perry Cabin picturesque golf course, offering a serene backdrop for outdoor gatherings. Step outside to your personal oasis, complete with a saltwater gunite pool, perfect for summer relaxation. The community enhances your lifestyle with well-maintained common areas and a waterfront picnic area for homeowners. This home is not just a residence; it's a lifestyle. There is nothing left to do but move your furniture in. Don't miss your chance to own this exceptional property!

9450 Canvasback Way, St Michaels

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

4957 Bar Neck Rd, Tilghman
$693,900
3 Beds ⋅ 3 Baths
BE SURE TO WATCH THE VIDEO TOUR TO EXPERIENCE THE PROPERTY AND SETTING. Privacy, a gunite pool, and two acres on Tilghman Island, just 12 miles from St. Michaels. A long, crepe myrtle-lined driveway leads to 4957 Bar Neck Road, surrounded by mature landscaping and expansive lawn with no HOA. The property offers flexibility as a full-time residence, weekend retreat, or potential income-producing short-term rental. Two leaded-glass doors provide separate entrances. The main entrance opens to the foyer, while the second leads to the breezeway and laundry area with a utility sink, storage, and access to a full bath. The main level features hardwood floors, a parlor with built-ins, formal dining room, and family room centered around a wood-burning fireplace. Exposed brick from the fireplace extends upward along the staircase to the second floor, adding warmth and architectural character. Sliding glass doors open directly to the deck, patio, and pool. The kitchen includes granite countertops, stainless steel appliances, light wood cabinetry, and a breakfast bar. Upstairs are three bedrooms, including a spacious primary suite with generous storage and an en-suite bath. A closet-lined passage leads from the bedroom to the bath, which features an oversized jetted tub, double vanity, and abundant natural light. An expansive finished bonus room adds another dimension to the home, with a wood-clad vaulted ceiling, built-in workspace and storage, and a separate mini-split. The space offers tremendous flexibility as an office, den, studio, recreation room, or additional retreat. Outside, the in-ground gunite pool anchors a private outdoor living area surrounded by two acres of open lawn and mature landscaping. A deck, patio, pergola, fire pit, and multiple gathering areas provide plenty of room for relaxing and entertaining. An oversized two-car garage provides additional parking and storage. Improvements include a newer roof, AZEK front decking and steps with vinyl railings, encapsulated crawlspace with concrete floor, tankless water heater, Bosch heating system, and updated primary bath. The home also features two security systems, fire and carbon monoxide detection, and a custom exterior camera system. The property is not located in a flood zone. With two acres, privacy, a gunite pool, generous indoor and outdoor living spaces, and no HOA, 4957 Bar Neck Road offers a distinctive opportunity for year-round living, a second home, or potential short-term rental near St. Michaels and the Chesapeake Bay.

4957 Bar Neck Rd, Tilghman

Listing courtesy of Compass. Contact:

201 Coleman Dr, Easton
$479,000
4 Beds ⋅ 3 Baths
This 4-bedroom, 2.5-bath home offers a bright, open floor plan, well-designed living spaces, and a great location close to downtown Easton. Situated on a corner lot, the property features a beautifully landscaped backyard, Trex deck and storage shed. The main level includes formal living and dining rooms, an eat-in kitchen with abundant cabinetry, a custom center island with breakfast bar, stainless steel appliances, and butler’s pantry. A side-entry, attached two-car garage connects to a spacious mudroom. Upstairs, the large primary suite features a three walk-in closets and remodeled en-suite bath with a custom-tiled shower, along with three additional bedrooms and a full bath. Concrete crawl space. Enjoy direct access to the Rails to Trails, plus convenient access to a public boat ramp, community pool, and parks. The HOA includes common area maintenance and snow removal. Located just minutes from downtown Easton’s shopping, dining, YMCA, and local amenities, this home offers the space you need and the lifestyle that makes the Eastern Shore special.

201 Coleman Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

28910 Jennings Rd, Easton
$2,495,000
4 Beds ⋅ 4 Baths
Incredibly rare Cooke’s Hope at Llandaff opportunity featuring nearly 39+/- acres, a 3,800 +/- custom home all 5 minutes of Easton. As you enter “38 Special Acres” you are greeted with views of the farm and pond and you can see why this property is different from all the others. As the driveway curves around you can see the beautiful Abel built home 3 bay detached garage, and pool house. Upon parking you realize that you can not see another house. As you enter the house the quality of construction is evident with high ceilings, wood floors, and view of the incredible pool area and views of Peachblossom Creek. The open floor plan is comfortable and well suited for entertaining, also offering a cozy den and an office that over look the acreage. The primary suite is stunning with an incredible bath with jetted tub and walk-in shower. The custom closet is enormous with built in drawers and automatic lights. Exploring the first floor even more you will find a gracious laundry room that features the coolest dog washing station that you have ever seen with hot and cold water and tile floors this feature alone sets off the house. The entire house is CAT6 wired with a water filtration system and a whole house reverse osmosis system with holding tanks that hold 150 gallons of treated water. Outside the star of the show is the deck and pool area. The concrete pool and separate hot tub that over look the creek are incredible with a pool house that has a changing area and full bath. There is a 2 car attached garage with a 3 bay detached garage with one bay that is fully insulated for that special car you want to keep out of the weather. There are not many places to hunt this close to Easton but with the pond and 20 acre additional wooded parcel there are waterfowl, deer and turkey opportunities right out your back door. The home also features a first floor and pool generator, and RV plug. There are so many unique things about this property it has to be seen to be believed.

28910 Jennings Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

8362 Colony Cir, Easton
$465,000
4 Beds ⋅ 3 Baths
One of the best lots in Matthewstown Run! This 4 bedroom, 2.5 bath home backs up to a farm field with peaceful open views and no neighbors behind you. It has a country, secluded feel and is still close to everything Easton has to offer. The open living room and kitchen share a wood-burning fireplace, perfect for chilly nights. The primary suite has a soaking tub and a large walk-in closet. The 10x20 back porch was enclosed and conditioned with a mini-split, beautiful hickory floors, a closet and privacy doors, so it works as an office, playroom, or bonus room. Outside, the fenced backyard and hardscape patio are made for entertaining, and there’s an attached 2-car garage. Recent updates include a new tankless water heater, new stove, and 5 new upstairs windows. Schedule your showing today, this house will go quickly!

8362 Colony Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

13579 Rustling Oaks Dr, Wye Mills
$749,000
4 Beds ⋅ 4 Baths
13579 Rustling Oaks Drive offers four bedrooms, three full bathrooms, and one half bathroom in the desirable Preserve at Wye Mills. Set on a beautifully landscaped three-quarter-acre lot, this light-filled home features an owner's suite on the main level and a convenient location between Easton and Annapolis. The gourmet eat-in kitchen is appointed with granite countertops, hardwood floors, cherrywood cabinetry, double sinks, a refrigerator, dishwasher, microwave, double oven, and a center island with a five-burner induction cooktop. Direct access leads to the garden deck, making indoor-outdoor entertaining effortless. Off the kitchen, the 13-by-14-foot formal dining room features hardwood floors, crown molding, chair railing, and two windows. A 10-by-13-foot flex room also offers hardwood floors, crown molding, and two windows. The impressive 20-by-17-foot living room has cathedral ceilings, a propane fireplace, carpeting, and ceiling fans. A 12-by-10-foot office with double doors, hardwood flooring, a ceiling fan, and a window provides a comfortable private workspace. The 16-by-18-foot main-level owner's suite includes carpeting, ceiling fans, four windows, and a spacious walk-in closet. Its private bathroom features dual sinks, tile flooring, a soaking tub, and a glass-enclosed walk-in shower. Upstairs are three carpeted bedrooms and two full bathrooms. Bedroom 2 measures 14 by 13 feet and includes a private bathroom. Bedrooms 3 and 4 share a Jack-and-Jill bathroom with dual sinks, tile flooring, and a tub-shower combination. Bedroom 3 measures 13 by 13 feet, while Bedroom 4 measures 13 by 14 feet and includes a ceiling fan. Additional highlights include a full basement with walkout stairs and an 8-by-11-foot wine cellar. The property provides easy access to BWI Airport, Washington, D.C., and Maryland's beaches.

13579 Rustling Oaks Dr, Wye Mills

Listing courtesy of Benson & Mangold, LLC. Contact:

25705 Edgeview Rd, Royal Oak
$2,375,000
5 Beds ⋅ 5 Baths
Solitude on Edge Creek with over 300+/- feet of tranquil waterfrontage and protected shoreline. Five-foot-wide pier with ample room for boats, substantial boat lift and 2-3+/- feet mean low water. A private, serene Eastern Shore retreat on manageable 3+/- acres with its very own nature walking-trail. The park-like setting features southeast exposure, a multitude of beautiful, specimen trees, and waterside pool with shaded patio. The additional charming and practical one bedroom guest house with separate kitchen offers a sanctuary for any weekend visitors. The main house includes first and second floor primary suites with views of the creek and all its natural inhabitants, an additional 3 bedrooms (one with en-suite bath), a total of 4 1/2 bathrooms, a terrific light-filled, large sunroom and waterside deck. Conveniently located close to the wonderful dining at The Oaks Waterfront Hotel and t at The General Store, while also not far from the Bellevue Ferry to historic Oxford, MD or shops of St. Michaels.

25705 Edgeview Rd, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact:

700 S Talbot St, St Michaels
$1,075,000
3 Beds ⋅ 3 Baths
The charm of historic St Michaels comes to life in this 1890 home, completely updated for modern comfort and amenities. Each room is defined yet open, flowing into each other with ease. The dining room opens to the living space and sitting room with gas fireplace. Exposed beams and cathedral ceilings provide interest in design and skylights provide brightness and light. The beautiful, gourmet kitchen (updated recently) has quartz countertops and a breakfast nook overlooking the backyard patio and gardens. Both en suite full baths are updated and wait until you see the thoughtfully placed half bath tucked under the staircase in the foyer entry hall. Just one of the many details found throughout the home. There are multiple opportunities to take advantage of outdoor living with a light-filled sun room and screened porch leading to a spacious brick patio. The masterfully designed gardens surrounding the home provide privacy, peace and tranquility as well as a tapestry of color during the summertime. Included amidst the gardens a pergola for outdoor dining and a babbling stone water fountain. The entire back yard is fenced and lovely mature trees provide comfortable shade on this corner lot. Walk to town for shopping, waterfront dining and local events or get some exercise on the nearby St. Michaels Nature Trail. For your parking needs, there is a detached one car garage and three additional off-street, private parking spaces. To truly appreciate this lovingly cared-for home, it must be felt in person!

700 S Talbot St, St Michaels

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

29349 Woodridge Dr, Easton
$499,000
4 Beds ⋅ 3 Baths
This house comes with a REDUCED RATE as low as 6.490% (APR 7.027%) as of 10/23/2026 through List & Lock™. This is a seller paid rate-buydown that reduces the buyer's interest rate and monthly payment. Terms apply, see disclosures for more information. Welcome to this beautifully updated 4 bedroom, 2.5 bath home nestled in a private, tree-lined setting just outside of town. Offering space, comfort, and privacy, this home features an oversized two-car garage and an impressive list of recent improvements. The main level includes a spacious living room, a dining area, and a kitchen with a large pantry and breakfast bar. For relaxation, there is an additional room with a fireplace and an enclosed porch equipped with a pellet stove. The generous primary suite offers custom built-ins, while the additional bedrooms provide plenty of space for guests or a home office. The many updates throughout the home include renovated bathrooms, fresh paint and new trim, new fixtures, a new dishwasher, as well as a new front door and porch door. Functional improvements feature new HVAC motors for both units, a newer roof and water softener, newer windows, and new exterior light poles. The crawl space has been encapsulated and the support beam replaced. Outside, the backyard has been completely transformed, creating a beautiful outdoor space to enjoy alongside extensive tree work and stump grinding completed throughout the property. A bar/game room is conveniently located off the garage, providing additional space for entertaining. Enjoy peaceful wooded views while being just minutes from Easton and surrounding areas. Conveniently close to town without town taxes, this property offers a great combination of privacy, space, and location with many thoughtful improvements already completed.

29349 Woodridge Dr, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

29574 Charles Dr, Easton
$525,000
3 Beds ⋅ 3 Baths
Chesapeake by Del Webb. Gorgeous McDaniel style home has been remodeled with many upgrades in the past 4 years. Living room/office, formal dining room, family room with gas fireplace, open kitchen with new appliances and granite countertops, breakfast area, large sunroom with tile flooring overlooking paver patio with exterior lighting, powder room, 1st floor primary suite with totally renovated bath with custom tile, free standing tub and walk-in shower. 2nd floor offers loft, 2 guest bedrooms, renovated bath and walk-in attic storage. 2 car rear loading attached garage, lawn irrigation system and house security system. Roof and gutters (2020, previous owners), stainless appliances and granite countertops (2022), bathrooms (2023), dual HVAC systems (2023), hot water heater (2023), exterior shutters and front door painted with new hardware, new carpet. There is nothing that needs to be done on this lovely home. Located across from the Clubhouse, community amenities include outdoor pool, tennis/pickleball courts, bocce ball, horseshoes, exercise paths and much more. 55+ age-restricted section. Close to downtown Easton, shopping, medical facilities, parks and churches.

29574 Charles Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

29595 Dutchmans Ln Unit 702, Easton
$260,000
3 Beds ⋅ 3 Baths
Discover the charm of this inviting Colonial townhouse style condominium in the desirable Stoney Ridge community. With 1,584 sq. ft. of thoughtfully designed space, plus the finished family room in the basement, this home features three cozy bedrooms and two and a half baths, perfect for comfortable living. The heart of the home boasts a galley kitchen with upgraded cabinets, granite countertops and tile backsplash, equipped with modern appliances, including a built-in microwave and dishwasher, seamlessly flowing into a family room ideal for gatherings. The HVAC was replaced in 2023. Enjoy the warmth of an electric fireplace in the living area, and the convenience of a main-floor laundry. The community offers well-maintained common areas, with services like lawn care and snow removal included in the association fee. Stoney Ridge is conveniently located near parks, providing ample opportunities for outdoor activities, and is served by reputable schools both public and private. With easy access to public services and a friendly neighborhood atmosphere, this home is a perfect blend of comfort and community. Experience the joy of living in a place that truly feels like home!

29595 Dutchmans Ln Unit 702, Easton

Listing courtesy of Meredith Fine Properties. Contact:

29406 Palm Ct, Easton
$475,000
4 Beds ⋅ 3 Baths
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 primary bath with large walk in-double shower, double sinks, skylit, and built-ins. The 2nd bedroom also features a walk-in closet with attic access. Two additional bedrooms, full bath and laundry round out the upstairs floor plan. The backyard is fenced in and offers a serene retreat with ample space for outdoor activities, with trampoline, firepit and covered concrete pad for wood storage and a grill. A separate boat or trailer parking spot is located to the left of the two-car garage. Additional upgrades include a new HVAC system in 2022 and new roof in 2020. Experience the charm of Woods at Stoney Ridge and make this exceptional property your own!

29406 Palm Ct, Easton

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

28658 Hope Cir, Easton
$1,325,000
4 Beds ⋅ 5 Baths
Located in the desirable Cooke’s Hope community, this spacious home offers approximately 4,966 square feet of finished living space with 4 bedrooms and 4½ 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 backyard, and adjoining open space create a peaceful and private outdoor setting. Additional features include a main-level laundry room, an attached two-car garage with a finished storage or bonus room above, and a recently encapsulated crawlspace with French drains, sump pumps, and a dehumidifier. Cooke’s Hope amenities include a community dock, canoe storage and launch, walking and exercise trails, tennis and pickleball courts, a private community mailroom, and a fitness center. Convenient to downtown Easton while offering a quiet, established neighborhood setting. Effective August 2026, The Homeowners Association has approached those owners in Cooke’s Hope with property backing to open space along Hope Circle to offer additional lands in the form of a perpetual easement that may be purchased and used for additional private open space, yard, garden and the area may be fenced. Contact listing agent for additional information.

28658 Hope Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

28751 Emanuel St, Easton
$1,295,000
3 Beds ⋅ 4 Baths
Beautifully maintained 3–4 bedroom home set on lovely park-like grounds in the sought after community of Cooke’s 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. Cooke’s Hope offers an exceptional array of amenities, including scenic walking trails, ponds, tennis and pickleball courts, fitness room, community gathering spaces and a waterfront dock with slips and kayak storage. It is a community that offers both an active lifestyle and a sense of space and privacy. A special property in a highly desirable setting, offering one level living with plenty of additional space for family, guests and hobbies.Close to downtown Historic Easton, YMCA, shopping, museums and grocery stores. Please note: Sellers require a mid-April 2027 settlement. A rent-back agreement will be required if an earlier settlement is requested.

28751 Emanuel St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

29202 Corbin Pkwy, Easton
$399,000
3 Beds ⋅ 3 Baths
Woods at Stoney Ridge. This beautifully maintained home features 1st floor great room with woodburning fireplace, open kitchen with stainless appliances and silestone countertops and eat-in area, dining room or sitting room off foyer, office with custom built shelving and desk unit and powder room. 2nd floor features a spacious primary suite, 2 guest bedrooms and bath. Improvements include a new roof (2018), HVAC (2021), hot water heater (2026), 2 Infinity fiberglass casement Marvin windows with transoms in great room, sliding french door leading to 16x16 deck and private fenced backyard. Other fine features include built-ins in sitting area, custom mantel on fireplace, crown moldings, wood flooring, encapsulated crawl space with heavy duty cast iron sump pump. This home is in move-in condition.

29202 Corbin Pkwy, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

7963 Pond Haven Ct, Saint Michaels
$630,000
3 Beds ⋅ 3 Baths
BIG REDUCTION -GREAT VALUE DO NOT MISS OUT ! Charming Coastal Retreat with Endless Potential in Backcreek LandingWelcome to this beautiful two-story home in the highly sought-after Backcreek Landing neighborhood, just minutes from historic St. Michaels. Blending coastal elegance with incredible value, this property features a brand-new roof with lifetime shingles and is attractively priced, leaving you budget flexibility to update the bathrooms to your taste. From the front porch, you can enjoy serene views of the pond right across the street and step directly onto the neighborhood walking trail.The main level offers a private front office, a formal dining room, and a grand living room with dramatic cathedral ceilings and French doors leading to a spacious deck. The casual dining area opens through separate French doors to a wonderful screened porch, creating a seamless flow for indoor-outdoor living. Your main-floor primary suite serves as a private sanctuary, complete with tray ceilings, a walk-in closet, and serene views of a backyard framed by mature crepe myrtles. Upstairs, you will find a massive bonus room equipped with a water hookup, two bright guest bedrooms, a shared full bath, and a large walk-in attic. Complete with a two-car garage, this home is the perfect Maryland Eastern Shore getaway.

7963 Pond Haven Ct, Saint Michaels

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

313 Linden Ave, Easton
$299,000
3 Beds ⋅ 2 Baths
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 opportunity to create off-street parking, an added bonus in town. The roof was replaced in 2017. With its convenient location, flexible living spaces and inviting outdoor areas, this charming Easton home offers the best of in-town living with close proximity to parks, trails, dining, boutique shops and everyday amenities just moments away.

313 Linden Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

29747 Easton Farms, Easton
$995,000
4 Beds ⋅ 4 Baths
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 large back porch, pool, hot tub, oversized shed, extended driveway, and lush landscaping. With a secluded country feel, generous indoor and outdoor gathering spaces, and easy access to downtown Easton, this property offers an exceptional balance of privacy, space, and convenience.

29747 Easton Farms, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

29580 Charles Dr, Easton
$499,900
3 Beds ⋅ 3 Baths
Chesapeake by Del Webb. The Hillsboro model offers an exceptional combination of space, convenience, and comfortable living. Located directly across from the Community Center and pool, this home features more than 3,400 square feet of thoughtfully designed living space. The main level includes two generously sized bedrooms and two full bathrooms, along with a separate office, living room, family room with fireplace, and bright sunroom. Upstairs, you'll find an additional bedroom, full bathroom, and spacious living area—ideal for guests, family members, or a private retreat. Step outside to the rear patio, where extensive landscaping creates a beautiful setting for outdoor entertaining, relaxing, or enjoying the surrounding views. With its versatile floor plan, abundant living space, and highly convenient location, the Hillsboro is a home designed for both everyday comfort and entertaining. Recent improvements include a new roof, HVAC system and a new hot water heater

29580 Charles Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

21477 Island Club Rd, Tilghman
$895,000
4 Beds ⋅ 3 Baths
Price reduced SIGNIFICANTLY!! Beautiful views of Harris Creek and the Choptank River beyond provide a stunning backdrop for this beautifully maintained home in the established community of Tilghman on Chesapeake. A welcoming front porch framed by mature landscaping and colorful gardens leads into a bright, light-filled interior featuring soaring two-story ceilings, hardwood floors, crown moldings, and abundant natural light. Designed for both everyday living and entertaining, the gourmet kitchen opens to a spacious family room with a gas fireplace, breakfast area, and inviting sunroom. The adjoining rear deck, complete with a hot tub, provides a wonderful setting for outdoor entertaining while overlooking the beautifully landscaped grounds and tranquil water views. The main level also includes gracious formal living and dining rooms, as well as a private office. The upper level overlooks the family room below and features a spacious primary suite with a private balcony and luxurious ensuite bath with a jetted tub and walk-in shower. Three additional bedrooms—one currently used as a library—share a full hall bath. An attached two-car garage provides convenient parking and storage. Residents of Tilghman on Chesapeake enjoy an exceptional array of amenities, including a waterfront clubhouse, swimming pool, picnic area, community pier, and private boat slips available for lease, offering residents an ideal opportunity to enjoy the waterfront lifestyle of Maryland’s Eastern Shore.

21477 Island Club Rd, Tilghman

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

26542 Royal Oak Rd, Easton
$499,900
3 Beds ⋅ 3 Baths
***BRAND NEW & MOVE-IN READY*** this spacious ranch home offers easy one level living and features high end finishes throughout, including a gourmet kitchen with stylish white and timber cabinetry, satin bronze hardware, quartz countertops, subway tile backsplash, and stainless steels appliances including a double oven, gas cooktop and range hood. The living room features a gas fireplace and large picture windows, providing an abundance of natural light. The owner's suite is equipped with a walk-in closet and luxurious bath with dual vanity, spacious shower w/dual shower heads and tile surround. Rounding out the main level is two additional bedrooms and a full bath with ceramic tile flooring and surround. Additional amenities include 9' ceilings, two car side load garage, LVP flooring, ceramic tile in all baths and laundry room, public sewer (no private septic), 30 year architectural shingles, 92% efficient Carrier HVAC, Pella windows, 2x6 framing, R49 insulation in ceiling, R21 insulation in walls, air seal package, and a spacious front porch. All of this in a convenient location in close proximity to both downtown Saint Michaels and Easton shops, restaurants and grocery. NO HOA or restrictive covenants. Schedule your private tour today!

26542 Royal Oak Rd, Easton

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

29796 Lyons Dr, Easton
$525,000
3 Beds ⋅ 3 Baths
Welcome to 29796 Lyons Drive, where comfortable elegance, easy living, and the peaceful beauty of Maryland’s 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, you’ll appreciate the home’s 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 of the home is a spectacular kitchen featuring granite countertops and beautiful 42-inch maple cabinetry, offering plenty of workspace and storage for everyday living and entertaining. The additional sunroom may quickly become one of your favorite places in the home. Enjoy your morning coffee while looking out over the stone patio and surrounding trees, where wild turkeys and deer may be among your morning visitors. Need a little extra space? A room above the garage with both heat and air conditioning provides wonderful flexibility. Create a home office, hobby or craft room, exercise space, media room, or comfortable retreat—the possibilities are yours. Whether you’re ready to simplify your lifestyle, enjoy the benefits of a welcoming 55+ community, or simply find a beautiful home where you can relax and enjoy everything the Eastern Shore has to offer, 29796 Lyons Drive is more than a home—it’s a destination.

29796 Lyons Dr, Easton

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

6280 Bellevue Rd, Royal Oak
$599,000
3 Beds ⋅ 3 Baths
This beautifully maintained 3-bedroom, 3-bathroom home is special the second you pull into the driveway. Situated on nearly an acre in a private and peaceful setting. When you enter the front door, you will be drawn to the large screen porch ion the rear of the home and you are also greeted by a generous living room with two fireplaces. The kitchen is large and functional with plenty of space for a large table with an office/den directly off the kitchen. Upstairs you will find 3 ensuite bedrooms with a stunning primary with a beautiful walk in shower. The outside space is stunning with a large screen porch and separate patio to enjoy the very private and parklike back yard. Other features include a conditioned crawlspace, tankless hot water heater and high speed internet provided by Easton Utilities. The ferry to Oxford, and public boat ramp are right down the road and this area is renowned for its biking and beauty. Being 10 minutes from Easton and Saint Michaels this is the ideal setting to enjoy the peaceful Eastern Shore with easy proximity to all intown amenities. 

6280 Bellevue Rd, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact:

32675 Discovery Dr, Easton
$979,000
4 Beds ⋅ 4 Baths
Stunning and spacious, this 4703-square-foot residence rests gracefully on a meticulously landscaped 2-acre parcel adorned with majestic trees. A tranquil goldfish pond, home to over 40 fish, adds a serene touch and can remain with the property, or the owner can rehome the fish. Upon entering, you're greeted by soaring 9+ foot ceilings and an impressive cathedral ceiling in the great room, complemented by recessed lighting throughout the home. The home features cutting-edge Geo-thermal heating and central air conditioning for comfort in all seasons. Entertainment options abound, with a well-appointed wet bar complete with a fridge. Luxurious flooring finishes include marble, hardwood, and Berber carpet upstairs. Dual primary bedroom suites on the main level offer versatility, one boasting a private deck overlooking the picturesque fishpond and gas fireplace. Each suite includes a spacious walk-in closet. The home offers an intercom. A large loft with a catwalk offers a commanding view of the main living area, enhanced by a striking window wall. Relax on the screened porch or enjoy the outdoors from the expansive front porch adorned with stately columns. Or the rear exterior charm is found on the deck with brick façade and wrought-iron railings. The home office/den and convenient laundry room are on the main level for added functionality. With four bedrooms—two upstairs and two downstairs—and 3.5 bathrooms, there's ample space for family and guests alike. Crown mouldings in the lower level and large columns throughout the interior add a touch of elegance. The gourmet kitchen is a chef's delight, featuring granite countertops, all-new stainless-steel appliances, and a double-wall oven. A breakfast room and formal dining room, open and defined by elegant columns, provide flexible dining options. This home offers an open main level, kitchen, breakfast area, living room, dining room, great room and large foyer. Blacktop Driveway and parking area, and 3 car garage. Additional features are the unique advantage of being one of only three properties excluded from HOA fees. This exceptional property offers a rare blend of luxury, functionality, and serene surroundings, making it truly one-of-a-kind.

32675 Discovery Dr, Easton

Listing courtesy of Keller Williams Select Realtors of Easton. Contact:

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