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$525,000
3 Beds 2 Baths
“High Banks” Welcome to 32525 Discovery Dr. in Easton, MD. This offering consists of just over 2 acres of lush landscaping in a peaceful, parklike setting with pond access. Inside, you’ll find a move-in-ready 2-bedroom, 2-full-bath home. Please note that while the home is set up as a 3-bedroom home, the septic system is approved for only 2 bedrooms. Enjoy easy, one-level living with numerous upgrades, including a renovated bathroom, granite countertops in the kitchen, crawlspace encapsulation completed in 2019, a new roof in 2020 with 30-year shingles, a new HVAC system in 2020, and a new well pump in 2020. The primary bedroom was upgraded in 2021 with a shower enclosure and granite countertops, and a new front door was installed in 2024. Be sure to check out the 3-season rear sunroom, where you’ll want to spend much of your time overlooking the private rear yard. With its spacious grounds, peaceful setting, and thoughtful updates, “High Banks” offers the perfect combination of comfort and privacy.

32525 Discovery Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$799,000
3 Beds 3 Baths
Prime Oxford Road location! This distinctive one level contemporary home offers a desirable split bedroom floor plan and an exceptional setting just minutes from Talbot Country Club, Easton, and Oxford. Set on a wooded lot, the property combines privacy and comfortable one-level living. Inside beautiful wood floors extend throughout the main living spaces. The thoughtfully designed layout offers a comfortable family room and dining area, along with a large living room with fireplace. A dedicated office/library provides a quiet space for work or study, while two primary owner suites offer exceptional flexibility and privacy. With 3 bedrooms and 3 full baths, the home provides ample room for guests and everyday living. Outdoor living takes center stage with front and rear porches, a charming breezeway and an in-ground swimming pool. A rare four-car garage provides exceptional space for vehicles, storage, hobbies, or recreational equipment. A sought after Oxford Road address, generous indoor and outdoor spaces, and convenient access to both Easton and Oxford make this a special Eastern Shore opportunity. Property being sold as-is. Inspections for informational purposes only.

6028 Millington Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$359,800
2 Beds 2 Baths
Updated 2-bedroom, 2-bath home featuring a number of improvements and upgrades completed since December 2023. A bright front sunroom provides an inviting entry and features a custom built-in window bench seat. The adjoining living and dining areas offer comfortable everyday living space, accented by a custom stained-glass window. The renovated kitchen features new custom cabinetry, quartz countertops, stainless steel appliances, new flooring, a pantry, and a breakfast nook. The primary bedroom includes an en-suite bath with a glass-enclosed shower and double vanity. A second bedroom and full bath complete the home's living spaces. Additional improvements include upgraded electrical, new vinyl replacement windows, a new mini-split heating and air conditioning system, new water heater, ceiling fans, and a new front storm door. Just off the kitchen, the carport provides convenient covered parking with the flexibility to serve as additional outdoor living or entertaining space. Vinyl fencing and gates help define this area from the spacious backyard, offering plenty of room to enjoy the property outdoors. Some furniture and furnishings are available. Conveniently located with quick access to Route 50, the home offers an easy connection to downtown Easton, Cambridge, St. Michaels and surrounding Mid-Shore destinations.

29336 Hawkes Hill Rd, Easton

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

$2,475,000
3 Beds 2 Baths
Exceptionally rare waterfront property located in the highly sought-after Oaklands neighborhood of Easton, Maryland, in the heart of the Chesapeake Bay region. Perfectly situated just minutes from charming downtown Easton and historic Oxford, you’ll enjoy easy access to renowned restaurants, boutique shopping, marinas, and all the beauty the Eastern Shore has to enjoy whatever the season. This beautiful one-story brick ranch home features an expansive open floor plan designed to capture breathtaking water views from nearly every room. With so much to offer it can easily be a full-time residence, retirement retreat, family home, or luxurious summer retreat - don't let this one get away. Floor-to-ceiling windows span the rear of the home, filling the great room with natural light and showcasing the peaceful beauty of private LeGates Cove off the Tred Avon River. The home offers a split bedroom plan with two oversized bedrooms that share a bath off the main entrance and a Primary bedroom ensuite featuring a full bath with soaking tub, separate shower, and additional closet space. 2 car garage with fixed stairs to storage above, paved driveway, and privacy trees. There's a dedicated office, laundry room, spacious kitchen, living room, and an oversized great room with brand new carpet all overlooking the water — ideal for entertaining family and friends or simply relaxing and enjoying the serene surroundings. Whether your passion is sailing, boating, fishing, or quiet waterfront living, this property offers it all. With approximately 220 feet of bulk headed / rip-rapped water frontage, 100’ dock with 10x30’ “L”, floating dock, water and sink area, the private waterfront is perfectly suited for larger boats to kayaks. The property is further updated with new carpet in the great room, new paint throughout most rooms, tankless water heater new kitchen hardware, Subzero fridge, Wolf oven and cooktop, lighted cabinets, buried 500 gal propane tank, whole house generator and surveillance system, Wi-Fi mesh / terrapin alarm, vapor barrier and floor joist insulation.

28082 Oaklands Cir, Easton

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

$385,000
3 Beds 2 Baths
Coming Soon Listing 🏡 COMING SOON — LOCATION, LOCATION, LOCATION! Welcome to easy, one-level living in the heart of Downtown Easton! This charming 3-bedroom, 1.5-bath home offers the perfect combination of convenience, comfort, and privacy. Tucked away on a spacious lot, the home features a large, fully fenced backyard — perfect for relaxing, entertaining, gardening, or simply enjoying your own private outdoor retreat. A large brick patio provides an inviting space for summer gatherings and morning coffee. Inside, you’ll find beautiful plantation shutters throughout, a warm and soothing color palette, and laminate flooring throughout for a clean, cohesive look. The gourmet kitchen is ready for the home chef and features stainless steel appliances and plenty of workspace. And for added convenience, there’s off-street parking plus a garage — a rare bonus in this desirable downtown location! ✨ 3 Bedrooms | 1.5 Baths | One-Level Living | Fenced Yard | Brick Patio | Garage | Downtown Easton Close to everything Easton has to offer — shops, restaurants, galleries, entertainment, and more — while still providing a tucked-away feel and wonderful outdoor privacy.

33 Mount Pleasant, Easton

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$3,000,000
4 Beds 3 Baths
Extraordinary waterfront living on 3+ acres with more than 500 feet of stunning water views—offering the privacy of being miles from civilization, yet just 1 mile from famed, historic downtown St. Michaels. Extensively renovated and meticulously cared for, this exceptional one-level living residence provides relaxed comfort, thoughtful design and effortless living in a a resort-like setting. Its westerly orientation delivers spectacular sunsets every evening, complemented by expansive water views and abundant wildlife. Offered completely turnkey—furnishings, linens, fully equipped kitchen and everything shown in the photographs convey. Additional features include a saltwater pool, pool house, three-car garage and even a separate, fenced “tiny house” for the dogs! The property fronts Broad Creek, a tidal tributary of the Choptank River and Chesapeake Bay, and is not located within a FEMA-designated flood zone

23820 Mount Pleasant Landing, Saint Michaels

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$339,999
3 Beds 2 Baths
This move-in-ready Easton rancher offers approximately 1,400 square feet of comfortable one-level living with 3 bedrooms and 1.5 baths. The home features a spacious living area, an open kitchen and dining space, a generously sized primary bedroom, and good natural light throughout. Set on an oversized, nearly half-acre lot, the property offers a large fenced backyard with plenty of room for outdoor enjoyment, along with a concrete patio, storage shed, and ample driveway parking. Important improvements are already in place, including flooring in 2019, a new roof in 2021, and HVAC in 2022. Public water, sewer, and natural gas add to the convenience. Well maintained and ready for its next owner, this is an appealing opportunity for comfortable single-family living in Talbot County.

29245 Corbin Pkwy, Easton

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

$725,000
3 Beds 2 Baths
A Charming Eastern Shore Retreat located between Easton and Saint Michaels with Water Access & Endless Possibilities! Welcome to 5735 Irish Creek Road, a beautifully updated property offering a wonderful blend of Eastern Shore charm, modern improvements, water access, and incredible potential. Set in the peaceful countryside of Royal Oak, this distinctive property is ready for its next owner to bring their vision to life. Inside the main residence, a renovated gourmet kitchen provides a stylish and functional centerpiece for everyday living and entertaining. The inviting sunroom features a vaulted ceiling, creating a bright and airy space to relax and enjoy the surrounding setting. Recent improvements include a new hot water heater, new air conditioning system, new septic system, and updated flooring throughout. A newly added front brick porch enhances the home's curb appeal and creates a welcoming spot to enjoy the peaceful surroundings. The property also offers exceptional flexibility with a guest cottage and a carriage house/detached garage—perfect for guests, a studio, home office, workshop, additional storage, or whatever your imagination envisions. With water access, this property is ideally suited for enjoying all that the Eastern Shore lifestyle has to offer—from boating, kayaking, fishing, crabbing, and paddleboarding to simply spending leisurely days by the water. Whether you're looking for a peaceful full-time residence, a weekend escape, or a unique property with room to create something truly special, 5735 Irish Creek Road offers an exciting opportunity to make your Eastern Shore dreams a reality. Come discover the charm, embrace the possibilities, and make this one-of-a-kind property your own!

5735 Irish Creek Rd, Royal Oak

Listing courtesy of Compass. Contact: (301) 298-1001

$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

$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

$799,900
3 Beds 2 Baths
MAJOR PRICE IMPROVEMENT! SELLERS HAVE FOUND THEIR FOREVER HOME AND ARE READY TO MOVE! BRING ALL REASONABLE AND RESPECTFUL OFFERS! Don't miss this opportunity to own a beautifully maintained 3-bedroom, 2-bath ranch offering more than 2,100 square feet of living space on over an acre in the peaceful community of Glebe Villa with NO HOA. The back deck faces Glebe Creek which leads to the the beautiful Miles River, and the privacy and relaxed lifestyle of Maryland's Eastern Shore. Step inside to a welcoming foyer opening to a bright, comfortable living room filled with natural light. The spacious kitchen features stainless steel appliances, ceramic tile flooring, crown molding, a breakfast bar, and plenty of room for everyday living and entertaining. Just off the kitchen is an impressive 12' x 13' walk-in pantry, providing exceptional storage space. Enjoy casual meals in the breakfast area or gather with family and friends in the dining room area. A true highlight of the home is the expansive 17' x 20' four-season room featuring a beautiful exposed wood beam and walls of windows that bring the outdoors in. Morning coffee, a good book, entertaining friends, or simply relaxing at the end of the day—this is a room you'll want to enjoy year-round. The private primary suite offers a spacious bedroom and en-suite bath, while two additional bedrooms and a second full bathroom provide comfortable accommodations for family or guests. Outside, a large low-maintenance composite deck overlooks the peaceful backyard and provides the perfect setting for outdoor dining, entertaining, or simply enjoying the tranquil surroundings and views toward Glebe Creek. Access to the Miles River offers opportunities for kayaking, canoeing, fishing, and enjoying life on the water. Additional features include an attached 1½-car garage and a generously sized laundry room conveniently located just inside the garage entrance. If you've been looking for space, privacy, water access and the relaxed Eastern Shore lifestyle, this beautifully cared-for property deserves another look. With the new price and motivated sellers, now is the time to schedule your private showing!

8992 Glebe Creek Rd, Easton

Listing courtesy of Harlan C. Williams Co.. Contact:

$465,000
2 Beds 2 Baths
Chesapeake by Del Webb. Thurston model single-story in the Easton Club East, 55+ active adult community. This rarely available, single-owner home is move-in ready and boasts the comfort of a recently upgraded kitchen and HVAC system with exceptional views of the Lyons family farm. This desirable model features a spacious layout with Southern exposure and plenty of large windows. The spacious Florida room overlooks the backyard and pastural views. Enjoy every sunset from the comfort of the brick patio surrounded by luscious, mature vegetation. This house features a chef-inspired, open kitchen, plenty of cabinetry and a pantry for storage. Recently upgraded appliances and a gas stove will make meal-prep a cinch. The family room features a gas fireplace, making the room warm and cozy in the wintertime. Entertaining is fun and easy with a pony-wall surrounding the kitchen. On the other side of the kitchen is the formal dining room. The sleeping quarters are separated by the common areas, providing excellent privacy for guests. The main bedroom is in the back of the house with large windows allowing afternoon light into the spacious bedroom and plenty of room for your biggest bed. Unwind in the jetted tub while watching the sunset. Two sinks, lots of bathroom storage and an additional shower make getting ready easy. The suite is made complete with a spacious walk-in closet. The second bedroom is perfect for guests or as an office or craft room. And the second bathroom features a tub and shower combo. Roof (2021) and HVAC (2024). Landscaping is made easy with irrigation. The 2-car garage off of the main street makes running errands quick. The community amenities include Clubhouse, pool and tennis/pickleball courts. Care-free maintenance means the HOA fees take care of yard work and snow removal, so the only thing you’ll have to worry about is living.

29720 Lyons Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$465,000
2 Beds 2 Baths
Retirement living at its best. This home is perfect and brings new meaning to "move in ready". Stop by and visit Easton Club East - Where comfort, convenience and leisure meet.. This meticulously maintained 2-bedroom, 2-bathroom home offers an ideal blend of modern elegance and classic charm, perfect for comfortable living. As you enter, you’ll be captivated by the gorgeous hardwood floors and the intricate crown molding, wainscotting and chair rail that grace the main living areas. The inviting living room with cozy fireplace, flows seamlessly into the remodeled kitchen. Step in to your spacious primary bedroom with private bath and walk in closet. The second bedroom is perfect for guests or craft room, with easy access to the second full bath. The den provides additional flexibility for a home office or cozy reading nook. Enjoy morning coffee or evening relaxation in the sunroom, which fills with natural light and provides views of the lovely hardscape patio. This outdoor space is ideal for entertaining or simply unwinding in your private retreat. Additional highlights include a rear entry garage, a well-maintained landscape with a convenient sprinkling system, and a recently replaced roof for peace of mind. Don’t miss your chance to own this exceptional home—schedule your showing today and experience all it has to offer. Bonus - this is in the non age restricted section of Del Webb. MLS square footage does not reflect the sun room.

29689 Lyons Dr, Easton

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

$470,000
3 Beds 2 Baths
Enjoy the ease of one-level living in this well-maintained rancher, built in 2002 and situated on 2+/- acres in the quaint village of Wittman. Offering 1,662+/- sqft, this 3-bedroom, 2-bath home provides comfortable living with plenty of room to enjoy both inside and out. Hardwood flooring welcomes you into the foyer, which opens to a spacious living room. The kitchen features ample cabinetry, generous table space and overlooks the backyard, creating the perfect setting for everyday meals or entertaining. The spacious primary bedroom features a large walk-in closet. A convenient side entry leads to the laundry room and a separate full bath. Outside, the open yard offers endless possibilities with plenty of space for gardening, recreation or simply enjoying the outdoors. The oversized detached garage provides abundant room for vehicles, a workshop, hobbies and additional storage, while the blacktop driveway adds convenience and curb appeal. A recently installed 3-ton HVAC system provides added comfort and peace of mind. Located less than ¾ of a mile from the Wittman boat landing, you'll have easy access to Cummings Creek, the Chesapeake Bay, and surrounding tributaries for boating, fishing, crabbing, kayaking, and waterfront dining. Conveniently situated between Tilghman Island and Historic downtown St. Michaels, this property offers the perfect opportunity to enjoy the relaxed lifestyle and natural beauty of Maryland's Eastern Shore.

8658 Cummings Rd, Wittman

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