Refine Search
Map
Sort by
$549,900
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: (410) 822-1415
$749,900
4 Beds ⋅ 3 Baths
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home in Master's Village at Easton Club. A welcoming wraparound front porch and beautifully landscaped front yard set the tone for the inviting spaces found throughout the home. Hardwood flooring extends through most of the main level, where the light-filled living room features high ceilings, a gas fireplace, and built-in cabinetry. The highly sought-after entry-level primary suite offers a private retreat with direct access from the bedroom to the back deck, along with a spacious bath featuring a soaking tub, separate shower, and double vanities. Just off the kitchen, the sunroom opens to the deck with an awning, creating an ideal space for indoor-outdoor living and entertaining, with a stone patio providing additional outdoor space. Upstairs, the hallway landing doubles as a comfortable sitting area or potential home office and leads to three additional bedrooms. A large bonus room offers plenty of flexibility as a recreation room, family room, or additional gathering space. An additional stairway from the second level leads to a dedicated storage room, providing convenient extra storage. Located in the desirable Easton Club community, residents enjoy access to community amenities including a swimming pool and tennis courts, all just minutes from the conveniences of downtown Easton. Roof New August 2026 HVAC- Downstairs new 2026, upstairs new 2020.

7583 Easton Club Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$985,000
4 Beds ⋅ 3 Baths
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: 4106733344
$1,250,000
3 Beds ⋅ 3 Baths
Welcome to the William J. Wrightson House, a beautifully restored c. 1897 residence where historic St. Michaels charm meets exceptional modern comfort. Located in the heart of town and just steps from the waterfront, marinas, shops, and restaurants, this distinctive 3-bedroom, 3-bath home offers an extraordinary opportunity to enjoy the very best of Eastern Shore living. Extensively renovated with an emphasis on quality and craftsmanship, the home has been updated from top to bottom. Improvements include new HVAC systems, tankless hot water heaters, updated wiring, encapsulated crawl space, new roof and gutters, recessed lighting, high-end appliances, three renovated baths, a custom butler’s pantry, complete interior and exterior painting, and improved patio drainage and grading. Natural light fills the gracious interior, highlighting heart pine and yellow pine floors, custom millwork, and beautifully appointed living spaces. The living room, anchored by a new gas fireplace, flows naturally into the formal dining room and gourmet kitchen, which features quartz countertops, top-tier appliances, generous cabinetry, and custom built-ins. At the rear of the home, the extraordinary sunroom overlooking the English garden, provides an inviting space for relaxed gatherings or entertaining. Vaulted ceilings, shiplap wall treatment, custom built-ins, and butler’s pantry with beverage chiller and bar sink make this room the heart of the house. French doors open to the brick patio and beautifully landscaped gardens. The second floor offers a serene primary suite with a luxurious marble bath, clawfoot soaking tub, antique vanity, and glass-enclosed walk-in shower. Two additional bedrooms and a beautifully renovated hall bath provide comfortable accommodations for family and guests. Outside, a private English garden creates a picturesque retreat, with roses, crepe myrtles, and hydrangeas framed by a charming French Gothic lattice shadowbox fence. Beautifully restored, thoughtfully designed, and ideally located, this is historic St. Michaels living at its finest.

202 E Chestnut St, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415
$775,000
4 Beds ⋅ 4 Baths
Welcome to 30300 Kings Meadow Place! This spacious home is what peaceful country living is all about! Located on 1.5 acres just outside Easton town limits, you will enjoy nature at its best. A beautiful 3200+ sq. ft. home loaded with amenities - wood floors throughout the main level, with a recently renovated kitchen that now boasts an open floorplan to the Living room with a gas fireplace surrounded by built-in bookcases & Breakfast area with direct access to the rear covered porch. You will enjoy Quartz countertops, stainless steel appliances including a gas oven/range to prepare your meals that you can serve in the large formal dining room for those special guests. The Primary bedroom is located on the opposite side of the house than the other bedrooms for privacy & boasts a spacious spa-like bath, double walk-in closet and access to the rear covered porch. Two additional en-suite bedrooms on the main floor and a powder room give your guests or other family members their own privacy! A main floor fully-equipped laundry room is ideal! Did I mention that there is a covered front porch as well? Upstairs you will find a spacious loft that overlooks the kitchen which can be a whatever you desire - a family room, an office, a workout space. Also you will find the 4th bedroom and another room that could be a game room or play room. There is lots of storage in the house but you will love the attached 3 car garage with a workbench and even more storage. Currently there is no pool but there is certainly plenty of room to add one! If you are in the market for a lovely home in a peaceful country setting, you don't want to miss this one! Some of the furnishings may be purchased separately as well as great Harley Davidson motorcycle!

30300 Kings Meadow Pl, Easton

Listing courtesy of Shore Living Real Estate. Contact: 4102515291
$949,000
4 Beds ⋅ 3 Baths
Beautifully upgraded and thoughtfully designed, custom finishes, and every modern convenience. The gourmet kitchen features dual fuel gas cook top and electric oven in professional grade stove, quartz countertops, professional grade appliances, and premium appointments, flowing seamlessly into warm hardwood floors and a cozy gas fireplace beneath a striking coffered ceiling. Beautifully curated designer wallpaper accents throughout this stunning model home! Offering 4 bedrooms and 2.5 baths, the home includes a first‑floor primary suite with an ensuite spa bath, custom shower, and generous walk‑in closets. Additional highlights include Hardie Plank siding, custom black windows, a Trex deck, paved driveway, 1‑car garage, and excellent storage throughout. Located just a short walk to the heart of St. Michaels, you’ll enjoy easy access to charming shops, restaurants, waterfront activities, and year‑round festivals.

111 Chesapeake Ave, Saint Michaels

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$379,990
2 Beds ⋅ 2 Baths
Welcome to the Pacifica II, a beautifully designed home that pairs an open-concept layout with timeless Loft elements. Offering 2 bedrooms, 2 baths, and a 2-car garage, this home provides both elegance and everyday functionality. The spacious kitchen is both stunning and practical, featuring a large island and walk-in pantry to support effortless entertaining and daily living. The open and airy great room impresses with a vaulted ceiling, optional beams, and a sliding door leading to the covered patio, seamlessly blending indoor and outdoor living. A cozy fireplace with mantel and hearth adds warmth and character to the space, while the screened-in patio offers another inviting area to relax. The luxurious primary suite is a true retreat, highlighted by triple windows for abundant natural light and a gorgeous primary bath with an optional freestanding tub and walk-in closet. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

29403 Jobes St, Easton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$559,900
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 singles, 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. This property will not last long, schedule you private tour today!

26542 Royal Oak Rd, Easton

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3019459010
$865,000
5 Beds ⋅ 3 Baths
A distinctive Eastern Shore residence where historic character, generous living spaces and mature gardens come together in a setting that feels established and remarkably private. The home has evolved, creating a spacious interior with original architectural elements complemented by later additions designed to bring more light and garden views into the house, along with modern conveniences. Wood floors, substantial trim, original wood doors, exposed brick, built-in cabinetry, and bookcases preserve much of the home's character. The main level offers a series of interconnected gathering spaces rather than a conventional modern floor plan. A formal dining room provides a more traditional setting for entertaining, while the large kitchen offers a substantial center island, an informal dining area, and casual living space. The house opens dramatically toward the gardens. The family room is centered around a large brick fireplace and surrounded by built-in bookcases, while broad windows overlook the grounds. An adjoining garden room sits several steps below the principal living level and is wrapped in windows and glazed doors, creating an exceptional transition between indoors and out. Brick flooring reinforces the connection to the adjoining brick terraces and garden. Upstairs, the bedrooms are notably generous in scale, with abundant natural light and the irregularities and details that distinguish an older home from newer construction. Multiple baths serve the upper level, and wood flooring, traditional doors, and architectural details continue throughout. Outside, brick terraces extend the living areas into a mature landscape of lawn, established trees, perennial garden beds, and an ornamental pond. The grounds have the feeling of a garden developed over many years rather than newly installed landscaping. A detached two-car garage provides additional utility and storage with a conditioned second-floor fitness room or studio. Located minutes from downtown Easton and within the rural setting of Talbot County, this new offering is sure to please the discerning buyer.

30595 Kingston Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255
$1,150,000
3 Beds ⋅ 3 Baths
Beautifully positioned on a quiet cul-de-sac in the sought-after community of Cooke’s 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 convenient access to the second level (new carpet throughout), where the spacious primary suite features a tray ceiling and a large well-appointed bath with two walk-in closets, separate vanities, a generous walk-in shower, and towel warmers. Two additional bedrooms offer abundant closet space and share a skylit hall bath. Easily accessible attic space provides excellent additional storage. The mudroom and laundry room is thoughtfully equipped with built-in cabinetry, a utility sink, and direct access to the garden. Outside, mature landscaping, brick hardscaping, and a fountain create a private and tranquil setting. Above the detached garage, the studio with half bath offers exceptional flexibility as a home office, guest suite, fitness room, or creative workspace. Residents of Cooke’s Hope enjoy an outstanding collection of amenities, including scenic walking trails, ponds, tennis and pickleball courts, a fitness room, community gathering spaces, and a waterfront dock with slips and kayak storage. A rare opportunity to own a beautifully maintained home that offers timeless design, exceptional versatility, and the distinctive lifestyle of one of Easton’s premier communities.

7040 Old School House Ln, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$599,990
4 Beds ⋅ 4 Baths
BUILDER OFFERING BELOW MARKET RATE FINANCING OPTIONS ON THIS QUICK MOVE IN HOME!! Don’t miss this incredible opportunity—3 Car Garage! 4 bedrooms, 3.5 baths, offering exceptional space and value for today’s lifestyle. Backing to trees for added privacy and a serene view, this home delivers both comfort and setting. The bright sunroom off the kitchen creates the perfect gathering space, while the kitchen itself shines with a farmhouse sink, white cabinetry, quartz countertops, and a gourmet stainless steel appliance package with a hood. Luxury vinyl plank flooring spans the main level. Upstairs, enjoy the convenience of a second-level laundry room with a utility sink. Located in Trappe, MD—just minutes from Easton—Lakeside at Trappe offers an amenity-rich lifestyle. Residents enjoy a pool, bathhouse with fitness room, ping pong, cornhole, playground, sports courts, and a dedicated Bark Park, with exciting future lakeside amenities to come. With easy access to Easton, Cambridge, and the surrounding Chesapeake Bay region, this community blends convenience, recreation, and value. Ask about builder incentives! Please note interior photos are similar while under construction

1953 Silver Lake Ln, Trappe

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact: (703) 420-3322
$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 finished 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:

$850,000
4 Beds ⋅ 4 Baths
BUCKLE UP because this is a lot of house! This large, beautiful 4-bedroom, 3½-bath home is located in the sought-after Preserve at Wye Mills. The gourmet kitchen features a huge island, granite countertops, stainless steel appliances, newer refrigerator, gas cooktop, double wall ovens, walk-in pantry and more. The formal dining room is accented with chair rail and crown molding and includes a convenient butler’s pantry. Both a living room and family room are located on the main level, with the family room featuring a gas fireplace and custom built-in shelving, including space for a large-screen TV. A spacious home office completes the main-level living space. Stylish LVP flooring, installed in 2022, extends throughout the main level, upper hallway and primary bedroom. Two staircases provide access to the upper level. The spacious primary bedroom offers two huge walk-in closets and a large en-suite bath with soaking tub, walk-in shower and two vanities. An additional bonus room provides even more flexible living space upstairs. Upscale custom plantation shutters are featured throughout the home, along with custom Closet America closet systems in all four bedrooms, the walk-in pantry and main-level hall closet. Custom shiplap accents several main-level walls, complemented by updated light fixtures, recessed lighting and hardware throughout. The main-level half bath has been remodeled, as has the Jack-and-Jill full bath with an updated vanity, lighting and flooring. An updated mudroom is conveniently located just off the kitchen. The well-insulated basement offers an incredible amount of storage space and includes a new front loading washer and dryer, a utility sink, 3-piece bath rough-in, two hopper windows, a large egress window and gas furnace with A/C serving the main level. The upper-level HVAC system was replaced in 2022 with a 3-ton, 18-SEER, 2-stage heat pump system with 10kW backup heat. Step outside to your own private backyard retreat. A huge, maintenance-free composite deck sits just off the kitchen with three stairways leading into the beautiful backyard. The fenced and custom-built approx.18’x 40’ saltwater pool features deck jets, lighting, booster pump, swim-out, steps and ladder, all surrounded by a large pool deck. A newer shed with two lofts provides additional outdoor storage. The lovely one-acre, professionally landscaped yard features an aluminum fence installed in 2022 along the sides and rear of the property. Enjoy exceptional privacy with the home backing to protected wooded sanctuary land that cannot be developed plus a tree-lined side yard providing additional separation from neighboring homes. With the pool, expansive deck, basketball court, beautiful landscaping and wooded backdrop, the backyard truly feels like a private retreat—perfect for cookouts, family activities, pets, entertaining or simply relaxing and enjoying the peaceful surroundings. The large 2-car garage features two insulated Armin garage doors installed in 2022 with Wi-Fi capability, along with a spacious paved driveway. Beautiful stacked stone, plantings, a loose-flagstone front walkway and established gardens along the front and sides enhance the home's curb appeal. Enjoy walking, biking and an abundance of local wildlife, all while remaining incredibly convenient to surrounding areas. A true commuter's delight, the home is just minutes from major routes including Route 50 and Route 404. Enjoy the best of both worlds—head west toward the Bay Bridge and Annapolis or east toward Easton and Ocean City. Shopping, restaurants, social activities, boating and water recreation, schools, hospitals and much more are all within easy reach. This property truly is a must-see! ACTIVE DATE is August 27 and schedule is now open to start booking showings for August 27 and after.

13351 Quiet Hollow Ct, Wye Mills

Listing courtesy of Blackwell Real Estate, LLC. Contact: 4432214120
$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: 4108226665
$399,000
4 Beds ⋅ 2 Baths
Opportunity awaits! This 4-bedroom, 2-bathroom, two-level home offers a functional layout and plenty of potential for its next owner. The main level features beautiful hardwood floors, a galley kitchen, a separate dining room, and comfortable living spaces. Outside, you'll find a spacious yard with a storage shed, providing plenty of room for outdoor activities, gardening, or future improvements. This home is in need of some TLC and is priced accordingly, making it an excellent opportunity for investors, renovators, or buyers looking to add their own personal touches and build equity. With great bones and endless possibilities, this property is ready to be transformed into something special.

214 Madison Ave, Saint Michaels

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$430,000
3 Beds ⋅ 2 Baths
Welcome to Peach Lane. This home shows true pride of ownership in sought-after Fike's Orchard in Talbot County, located in the Chapel School District. Situated on over an acre, this property features mature landscaping, an established vegetable garden, and a welcoming front porch with views overlooking the original farm and orchard. A large 16x20 freshly painted back deck opens to the spacious yard and garden, creating a great setting for relaxing or entertaining. The asphalt driveway adds convenience, while inside, the family room and kitchen boast cathedral ceilings, hardwood and tile flooring, and carpeted bedrooms for comfort. This home also offers peace of mind, with the roof, HVAC, and shed roof all replaced within the last 7 years, plus a generator panel for added preparedness during outages for the well pump, kitchen, TV, sump pump, and freezer. Professional Photos will be added.

12690 Peach Ln, Cordova

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$2,195,000
3 Beds ⋅ 3 Baths
Set on 3.3 private acres in the established community of Travelers Rest, this beautifully restored brick residence enjoys sweeping views of the Tred Avon River from nearly every room. Thoughtfully designed for one-level living, the home combines classic architectural character with extensive updates by the current owners and a floor plan that is both comfortable and highly functional. The interior has been carefully updated while retaining the character of the original home. Improvements include beautiful hardwood flooring, a renovated kitchen, new HVAC system, Rinnai tankless water heater, new roof (2017), new deck, and numerous additional enhancements. A complete list of improvements is available from the listing agent. The three-bedroom, three-bath residence includes a spacious waterside primary suite with a generous ensuite bath, ample closet space, and additional storage. Two additional bedrooms share a full bath and are privately positioned for family or guests. The main living spaces take full advantage of the river setting. The generously proportioned living room features a wood-burning fireplace framed by custom built-in bookshelves, while the formal dining room provides a gracious setting for entertaining. The renovated kitchen features a large center island and premium appliances and opens directly to the family room, where a wood stove, breakfast area, and wall of built-in bookshelves create a comfortable gathering space. An adjoining bonus room offers exceptional flexibility and could serve as a walk-in butler’s pantry, hobby or craft room. The enclosed sunroom, with its attached full bath, is a particularly appealing space from which to enjoy the expansive water views. An oversized attached two-car garage provides convenient access to extensive attic storage that runs the full length of the house. A detached climate-controlled studio adds valuable additional space for an art studio, home office, workshop, or other uses. Outside, the property is equally well appointed. A gunite pool, added in 2020, is surrounded by extensive hardscape and fencing, offering a private setting for outdoor enjoyment. The new dock, completed in 2024, includes two slips, a floating dock, and approximately 6'MLW, providing excellent access to the Tred Avon River for boating and fishing. With its coveted location, private acreage, substantial improvements, exceptional water access, and panoramic Tred Avon River views, this is a distinctive Eastern Shore waterfront property that offers both privacy and a relaxed, livable setting.

27476 Travelers Rest Ct, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$368,000
2 Beds ⋅ 2 Baths
All resonable offers considered! Move in ready! Meticulously maintained 2 bedroom, 2.5 bath townhome offers comfort, privacy, and inviting living spaces throughout. The galley kitchen features a charming breakfast nook and flows into the dining and living area, highlighted by a wood-burning fireplace. Just beyond, a cozy sitting area opens to a brick patio overlooking a lovely backyard bordered by peaceful woods,an ideal setting for relaxing or entertaining. Upstairs, two spacious ensuite bedrooms are thoughtfully positioned at opposite ends of the home, providing added privacy for owners and guests alike. Newly installed flooring adds warmth and a fresh, stylish appeal throughout the home. Beautifully cared for and move-in ready, this charming Widgeon Place townhome is a wonderful opportunity to enjoy low-maintenance living in a serene setting.

24362 Widgeon Pl Unit #5, Saint Michaels

Listing courtesy of Meredith Fine Properties. Contact: 4107458060
$415,000
4 Beds ⋅ 3 Baths
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, you’ll find three generously sized bedrooms along with a finished bonus room offering approximately 400 sq. ft. of additional finished space—ideal 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 highlights include an attached two-car garage, new flooring on the main level, new dishwasher, new dryer, new disposal and new roof. Residents of Lakelands at Easton enjoy community amenities, including a neighborhood pool, while being just minutes from historic downtown Easton, shopping, dining, healthcare, and Route 50 for convenient access throughout the Mid-Shore. This move-in-ready home offers an appealing combination of space, comfort, convenience, and low-maintenance living.

29141 Superior Cir, Easton

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$510,000
2 Beds ⋅ 4 Baths
Duplex centrally located in downtown Easton. Great opportunity to own investment property or convert into single family. Updates include: New architectural roof (2026) and two new natural gas heating systems installed (2026). Home features hardwood flooring throughout, replacement vinyl windows, and is certified lead free (2022). Both sides are currently leased.

423 S Washington St, Easton

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$1,399,000
3 Beds ⋅ 3 Baths
This beautiful historic house is located in the heart of Saint Michaels Historic District, within walking distance of waterfront parks, the harbor, shops, restaurants, the Maritime Museum, public boat ramp & more. Known as the "Keithley House, " the original dwelling was built in 1786, followed by additions believed to be added in the 1860-1870 time span. This home is beautifully updated while managing to keep & restore much of the original valued features, lending to its incredible charm & comfort. Extensive trim, exposed beams, hand huned wood, 4 fireplaces (3 wood burning, 1 electric), antique fixtures, heart pine floors & more. In addition to a lovely home, the lot is one of the larger ones in the area, at a higher elevation with beautiful landscaping, just redone, w/ gardens, fruit trees, patios, antique productive grape arbor, large shed, paths, fencing & rear gate, forming a lovely backyard oasis. Off street parking for 3 vehicles, lined w/ knock out roses & pencil Hollies. This lot offers the possibility to add onto the dwelling or a building a separate ADU or guest quarters. With many recent upgrades, this is a must see! ACCESS BY APPT ONLY, surveillance cameras.

104 Mulberry St, Saint Michaels

Listing courtesy of RE/MAX One. Contact: 4102244400
$399,900
4 Beds ⋅ 3 Baths
Welcome to Lakelands at Easton! This bright and spacious two-story townhome offers approximately 2,700 square feet of comfortable living space with a desirable floor plan designed for easy everyday living. The main level features a private primary suite, convenient laundry room, and a welcoming living area with a cozy gas fireplace and abundant natural light. The kitchen offers plenty of space for everyday meals and entertaining and features a new refrigerator and new disposal, while the laundry room includes a new dryer. Upstairs, you’ll find three generously sized bedrooms along with a large open living area that provides wonderful flexibility for a second TV room, game room, sitting area, home office, or additional gathering space. Enjoy the convenience of an attached garage and outdoor living in the fenced backyard, offering space to relax, garden, or entertain. A new roof installed in 2025 provides added peace of mind. Residents of Lakelands at Easton enjoy community amenities, including a neighborhood pool, while being just minutes from historic downtown Easton, shopping, dining, healthcare, and Route 50. This home offers an appealing combination of space, flexibility, comfort, and low-maintenance living.

29181 Superior Cir, Easton

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$389,900
3 Beds ⋅ 3 Baths
Welcome to Lakelands at Easton! This spacious and beautifully maintained end-unit townhome offers approximately 2,386 square feet of comfortable living space with a sought-after first-floor primary suite. The bright, open floor plan features a welcoming living room with a cozy gas fireplace, an expansive kitchen with abundant cabinetry and generous workspace, a convenient main-level laundry room, and an attached two-car garage. Upstairs, you'll find two generously sized bedrooms, a full bath, and flexible living space perfect for a family room, home office, or hobby area. Step outside to enjoy the fully fenced backyard—ideal for entertaining, gardening, or relaxing in your own private outdoor retreat. A new roof installed in 2025 provides added peace of mind. Residents of Lakelands enjoy low-maintenance living with HOA amenities, including a community pool, while being just minutes from historic downtown Easton, shopping, dining, medical facilities, and Route 50 for an easy commute. Move-in ready and offering the perfect blend of space, comfort, and convenience, this exceptional end-unit townhome is one you won't want to miss!

29027 Superior Cir, Easton

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$413,440
5 Beds ⋅ 3 Baths
The Richmond by Lennar is a popular new construction home on Maryland’s Eastern Shore, offering approximately 2,238 square feet of thoughtfully designed living space. This spacious floor plan features 5 bedrooms and 3 full bathrooms, providing plenty of room for family, guests, or a home office. The open-concept layout showcases a large kitchen and dining area, highlighted by elegant quartz countertops and ample space for entertaining. Enjoy outdoor living with a rear patio, perfect for relaxing or hosting gatherings.

1471 Lake George Ln, Trappe

Listing courtesy of Builder Solutions Realty. Contact:

$4,000,000
4 Beds ⋅ 6 Baths
A masterpiece of Eastern Shore living, this Tidewater colonial estate is set against sweeping, panoramic views where the Choptank River, Chesapeake Bay, and three creeks converge. Showcasing breathtaking sunsets, the private oasis features a waterside pool, a main floor primary suite built in 2023, rich hardwood floors, and a detached 3-car garage. Tucked away in the desirable Ferry Neck enclave of Royal Oak, this estate offers the ultimate waterfront lifestyle. As you approach via tree-lined W. Ferry Neck Road, you enter "Tranquility" and are greeted by a circular driveway, mature landscaping, and a profound sense of privacy. Designed for classic Eastern Shore comfort, " Tranquility" offers impressive water perspectives from every room. The Main Level features gleaming hardwood floors, formal living room and dining room, gourmet kitchen with walk-in pantry, screened porch, sunroom, two wood-burning fireplaces, and two convenient powder rooms. The spectacular first-floor primary suite offers an exceptional private sanctuary. The Second Level boasts three well-appointed, ensuite bedrooms, ensuring privacy and comfort for family and guests. Structural Updates: The home also features a brand-new roof installed in 2023. Beyond the main residence, the 3-car detached garage ideal for car enthusiasts has an upper level that presently serves as an office and a substantial storage room. "Tranquility" truly provides the best of both worlds. For just under three acres, the property's privacy is unmatched. The endless water views , the close proximity to the sandy bottom shore, the pier with water, electric, and boat lift, all contribute to the perfect retreat. Furthermore, the convenience to Oxford by boat or the Bellevue Ferry, as well as a 15-minute car ride to both Easton and St. Michaels, define the perfect Talbot County location.

24879 W Ferry Neck Rd, Royal Oak

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

$267,000
2 Beds ⋅ 2 Baths
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
$445,000
3 Beds ⋅ 3 Baths
Welcome to this beautifully maintained 3-bedroom, 2.5-bath Cape Cod in the desirable South Beechwood neighborhood! Offering approximately 1,884 square feet of comfortable living space, this home combines timeless character with thoughtful updates and a versatile floor plan. Enjoy three separate living spaces that provide plenty of room to gather, entertain, work, or play. The impressive family room features soaring vaulted ceilings with exposed wood beams, a floor-to-ceiling brick fireplace with a wood-burning stove, and access to the expansive rear deck. The kitchen offers abundant cabinetry and flows seamlessly into the living areas, making it ideal for everyday living and hosting guests. Retreat to the primary suite, complete with a newly renovated bathroom. Outside, you'll love the fully fenced backyard surrounded by mature trees, creating a private setting for relaxation and recreation. The large rear deck is perfect for entertaining, while storage above the attached garage provides extra space for seasonal items and hobbies. Conveniently located near shopping, dining, parks, and schools, this South Beechwood home is ready for its next chapter!

29191 Pin Oak Way, Easton

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$399,990
2 Beds ⋅ 2 Baths
Welcome to the Pacifica II, a thoughtfully designed 1,385 sq. ft home offering 2 bedrooms, 2 bathrooms, and a 2-car garage. The lovely kitchen flows seamlessly into the airy dining area and spacious great room, with access to the covered patio - perfect for indoor-outdoor living. A secluded primary suite features a beautiful private bath and walk-in closet, providing a true retreat. At the front of the home, a dedicated home office offers the ideal space for focused work or hobbies. A convenient hallway connects the kitchen to a pantry and closet, along with the hall bath, laundry room, and secondary bedroom. With its smart layout and inviting spaces, the Pacifica II is designed for both comfort and style.

29500 Cromwell Ln, Easton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$425,000
2 Beds ⋅ 1 Baths
Welcome to this charming Jack’s Point bungalow, where classic style, modern updates, and thoughtfully restored Craftsman details come together in a warm, bright, and inviting home. Tastefully refreshed throughout and fully furnished the residence features newer flooring, a newer roof, and updated appliances, offering modern comfort while maintaining its timeless appeal. The thoughtfully designed floor plan includes two bedrooms, one bathroom, and an open concept living area that is ideal for both everyday living and effortless entertaining. A screened-in porch provides the perfect space to relax and enjoy the outdoors year-round. The open kitchen showcases beautifully restored original pine cabinetry, blending vintage charm with modern functionality. Outside, the yard features a lovely rose garden and plenty of room to garden, unwind, or entertain. Ideally located near Oxfords restaurants, marinas, parks, and scenic trails, this delightful home offers the perfect combination of character, comfort, and convenience.

104 Bonfield Ave, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415
$285,000
3 Beds ⋅ 1 Baths
Charming 3-bedroom, 1-bath home conveniently located in Easton with easy access to Route 50 and just minutes from historic downtown Easton, shopping, restaurants, parks, and all the town's amenities. Recent owner improvements include updated kitchen flooring and the addition of a rear patio. Other notable features include architectural shingle roofing, an updated heat pump, replacement vinyl windows, and 200-amp electrical service. Ready for immediate occupancy, this property presents an excellent opportunity for first-time homebuyers, downsizers, or investors alike. BACK ON THE MARKET THROUGH NO FAULT OF THE PROPERTY; PREVIOUS BUYER WAS UNABLE TO SECURE FINANCING.

122 Prospect Ave, Easton

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