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29496 Mason Ln, Easton
$489,990
2 Beds ⋅ 2 Baths
Welcome to the Spring Lake 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. Just off the foyer, a formal dining room creates the perfect setting for hosting holidays and special gatherings. 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 a 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.

29496 Mason Ln, Easton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

409 Railroad Ave, St Michaels
$329,000
3 Beds ⋅ 2 Baths
This property has been gutted and the floor joists replaced, new Advantac subfloor installed, drywall removed, new interior framing, new roof, insulation, new electric and a new sewer line to the street.. The hard work has been done. It's ready for you to make it your own. Off street parking and large rear yard. Please be careful showing as there is still building materials on the property.

409 Railroad Ave, St Michaels

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

29009 Superior Cir, Easton
$404,900
4 Beds ⋅ 3 Baths
Welcome to Lakelands at Easton! This spacious home offers a versatile floor plan with the convenience of main-level living and plenty of room to spread out. The primary suite is located on the main level, along with a dedicated home office and laundry room. The gorgeous kitchen features abundant cabinetry, granite countertops, stainless steel appliances, a large pantry, and plenty of workspace, opening to a light-filled living room with high ceilings, beautiful windows, tons of natural light, and a cozy gas fireplace. Step outside to the patio and enjoy a backyard and side yard that back to mature trees, creating a peaceful setting with added privacy. The attached two-car garage provides everyday convenience, and the additional area alongside the home offers extra parking space—a great bonus for guests or additional vehicles. Upstairs, the possibilities continue with two additional bedrooms and a full bathroom, plus a large open loft area perfect for a TV room, sitting area, game room, playroom, or teen hangout. An impressive finished bonus room, estimated at approximately 400 square feet, adds even more flexible living space and is a standout feature of this home. Recent improvements include a new roof installed in 2025, new HVAC system, new hot water heater, new dryer, and new microwave, adding to the comfort and convenience this home has to offer. Conveniently situated just off Route 50 for an easy commute and close to Downtown Easton, shopping, local restaurants, and everyday conveniences. With four bedrooms, multiple flexible living areas, a main-level primary suite, home office, abundant natural light, and an attached two-car garage, this home offers a wonderful combination of space, updates, versatility, and location. Come see everything this Lakelands at Easton home has to offer!

29009 Superior Cir, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

100 Tilghman St, Oxford
$749,000
3 Beds ⋅ 3 Baths
Charming and beautifully updated, this circa-1900 Colonial offers an inviting blend of historic character and refined, comfortable living in the heart of downtown Oxford. Surrounded by lovely gardens, mature trees, and established plantings, the property enjoys a picturesque setting just moments from the waterfront, with water views looking down the street and all the charm of this beloved Eastern Shore village close at hand. Inside, beautiful hardwood floors and thoughtfully updated interiors create a warm and welcoming atmosphere. The beautiful sun-lit living room offers a gracious space for relaxing and gathering, while the spacious gourmet kitchen serves as the heart of the home, featuring a large center island, premium stainless appliances, and a generous casual dining and sitting area overlooking the garden. A formal dining room provides an elegant setting for entertaining, while a comfortable sitting room opens to the screened porch, extending the living space outdoors. A full bath with a glass-enclosed shower completes the main level. Upstairs, the private primary suite is distinguished by vaulted, beamed ceilings and an ensuite bath with a double-sink vanity, glass-enclosed shower, two closets, and convenient access to the laundry. Two additional guest bedrooms share a half bath, with plans available upon request for conversion to a full bath. Outside, a wonderful screened porch and adjoining deck overlook the lush gardens and mature trees, creating a peaceful setting for outdoor dining and relaxation. A rare detached one-car garage offers additional workshop space, while the stone driveway provides ample off-street parking. Located in the heart of historic Oxford, the home is ideally positioned for enjoying the town’s waterfront parks, marinas, restaurants, and scenic streets, along with the relaxed pace and enduring character that make Oxford one of the Eastern Shore’s most treasured waterfront communities.

100 Tilghman St, Oxford

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

28420 Oaklands Rd, Easton
$675,000
3 Beds ⋅ 2 Baths
Welcome to “Oaklands”, a charming property ideally located just off Oxford Road and only 3 miles from downtown Easton. Enjoy the best of Eastern Shore living with convenient access to a community dock with boat slips available, as well as a community waterfront lot perfect for launching canoes, kayaks, and paddleboards or simply relaxing by the water. The property features a one-level, 3-bedroom, 2-bath home with a spacious screened rear porch overlooking the private yard—an ideal setting for morning coffee, entertaining, or enjoying peaceful evenings outdoors. A detached 2-car garage provides plenty of room for vehicles, boats, water toys, or additional storage. With its combination of comfortable one-level living, outdoor space, garage storage, and community waterfront access, “Oaklands” offers a wonderful opportunity to enjoy the Eastern Shore lifestyle just minutes from all that downtown Easton has to offer.

28420 Oaklands Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

101 Tilghman St, Oxford
$724,900
3 Beds ⋅ 2 Baths
Beautifully crafted, turn-key "Oxford Cottage" built in 2023 offering high-end finishes and classic Eastern Shore charm with NO HOA! Step off the welcoming front porch into a light-filled open-concept main level featuring hardwood floors throughout. The generous-sized eat-in kitchen boasts custom cabinetry, upgraded countertops, stainless steel appliances, and a seamless transition out to a spacious screened-in sunroom—ideal for outdoor dining and entertaining. The main floor offers an entry-level full bath and a versatile flex room perfect for a primary bedroom, home office, or den. Upstairs features two generous-sized bedrooms with dramatic vaulted ceilings, a full bath, and a dedicated laundry area. Outside, cedar-raised flower beds frame the home alongside a low-maintenance 0.11-acre lot and a detached frame garage with ample room for vehicles, water toys, or a workshop. Located just blocks from the Strand beach, waterfront parks, local dockside dining, the historic Oxford-Bellevue Ferry, and the Scottish Highland Creamery!

101 Tilghman St, Oxford

Listing courtesy of The Parker Group. Contact:

6028 Millington Ln, Easton
$749,000
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 covered front and rear porches and an in-ground swimming pool. A rare four-car garage provides exceptional space for vehicles, storage, hobbies, or recreational equipment. A sought after Oxford Road address, generous indoor and outdoor spaces, and convenient access to both Easton and Oxford make this a special Eastern Shore opportunity. Deep Well - Replaced in 2016. Roof replaced in 2024. Recently replaced sliding doors. Property being sold as-is. Inspections for informational purposes only.

6028 Millington Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

29336 Hawkes Hill Rd, Easton
$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:

25857 Royal Oak Rd, Royal Oak
$695,000
3 Beds ⋅ 3 Baths

25857 Royal Oak Rd, Royal Oak

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

28323 Ayres Sq, Easton
$865,000
2 Beds ⋅ 3 Baths
Built in 2020 by Covell Builders, this customized Monterey Legacy offers 2,600± sq. ft. of finished living space with an appealing combination of first-floor living, flexible guest space, and distinctive architectural detail in Easton Village. The home features 2 bedrooms, 3 full baths, a private study, spacious screened porch, and attached two-car rear/side-entry garage. The private first-floor study is currently staged as a third bedroom, illustrating the versatility of the floor plan. Set on a 0.145± acre lot, the property backs to trees, while a landscaped community common area directly across the street provides an attractive outlook from the front of the home. A traditional foyer introduces the main level, where hardwood floors, crown molding, chair rail, and paneled millwork extend through the principal living areas. The private study is positioned near the entry, while the kitchen occupies the center of the home with white cabinetry, granite countertops, a large center island with seating, stainless steel appliances, and gas cooking. An adjoining butler's pantry provides generous cabinetry and counter space, glass-front display cabinets, built-in wine storage, and an under-counter beverage refrigerator. The living room features a gas fireplace and opens through French doors to a 234± sq. ft. screened porch, creating a comfortable extension of the living space and a convenient connection to the garage. The spacious first-floor primary suite includes a walk-in closet and private bath with double vanity and oversized tiled walk-in shower with frameless glass enclosure. A dedicated laundry room with utility sink and interior access to the conditioned crawlspace add everyday convenience. Upstairs, the second bedroom and full bath are joined by a spacious family room/retreat with a gas fireplace. This flexible upper level provides plenty of room for guests, media, exercise, hobbies, or additional living space. Additional features include natural gas heat and hot water, central air, a 404± sq. ft. attached two-car garage, covered front porch, brick-paver walkway, and established landscaping. Easton Village offers an array of community amenities including a clubhouse, waterside pool, fitness facilities, recreation and nature trails, open space, fishing and crabbing piers, kayak launch and storage, and marina, all convenient to downtown Easton.

28323 Ayres Sq, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

13980 Dulin Rd, Queen Anne
$429,900
3 Beds ⋅ 3 Baths
What a location! Perfectly suited for those traveling East or West, this well maintained ranch has it all! Recently renovated in 2016, a large brick fireplace, wood planked floors, new kitchen and main bath, partially renovated basement, are just the beginning of the features being offered! The sprawling two acre yard with partial fencing surrounding the patio area and an oversized one-car garage, and solar panels add to the efficiency of this well maintained home.

13980 Dulin Rd, Queen Anne

Listing courtesy of Blue Heron Realty, Inc.. Contact:

301 Lincoln Ave, Saint Michaels
$474,900
3 Beds ⋅ 2 Baths
Worth the wait!! Coming soon in St. Michaels. **OPEN HOUSE Saturday October 17th 11AM-1PM** This charming cottage-styled home is beautifully maintained and truly pristine inside and out. Hardwood floors, a cozy wood-burning fireplace, spacious bedrooms, updated bathrooms and a bright and airy sunroom create a home that feels warm and inviting from the moment you step inside. Outside, enjoy a large private backyard setting with plenty of space to relax and entertain, plus a huge attached garage offering exceptional parking and storage. All just minutes from everything that makes St. Michaels such a special place to call home.

301 Lincoln Ave, Saint Michaels

Listing courtesy of RE/MAX Executive. Contact:

729 Elwood Ave, Easton
$549,000
4 Beds ⋅ 2 Baths
Beautifully renovated 4-bedroom, 2-full-bath brick rancher in Easton! This move-in-ready home features a spacious, open-concept layout with plenty of room to spread out, including an additional oversized family room. The updated kitchen showcases white cabinetry, granite countertops, stainless steel appliances, tile backsplash, and a large center island. Enjoy a cozy fireplace with built-in shelving, recessed lighting, and beautiful natural wood details throughout. The spacious primary suite features a wood-plank ceiling, built-in cabinetry, and a renovated bath with a custom-tiled walk-in shower. Complete with a brand-new roof, this turnkey home offers the perfect combination of space, character, and modern updates—ready for its next owner!

729 Elwood Ave, Easton

Listing courtesy of Taylor Properties. Contact:

29881 Peirce Way, Easton
$495,000
3 Beds ⋅ 3 Baths
Welcome to 29881 Peirce Way, a spacious 3,008-square-foot home in Easton Club East offering three bedrooms, two-and-a-half baths, and a thoughtfully designed floor plan with the primary suite on the main level. Formal living and dining rooms provide welcoming spaces for entertaining, while the impressive two-story family room is anchored by a gas fireplace. At the heart of the home, the gourmet kitchen features granite countertops, a double oven, double sink, new refrigerator, and new dishwasher. Its open connection to the breakfast room and family room creates an easy, inclusive flow for everyday living and entertaining. Just beyond the family room, the light-filled Florida sunroom brings the outdoors in, creating the feeling of outdoor living while enjoying the comfort of being indoors. The home has been thoughtfully prepared for the market with all-new carpeting, fresh interior paint touch-ups, updated landscaping, and a freshly power-washed exterior. Ceramic flooring adds practicality to the main level, while the rear-entry two-car garage helps preserve the home’s attractive streetscape. Upstairs, two additional bedrooms share a full bath, and the generous “sky attic” provides exceptional walk-in storage. Outside, extensive paver hardscaping enhances the property and creates attractive areas for outdoor living. The paver patio overlooks a more private rear yard, providing a comfortable setting for relaxing or gathering with friends. Easton Club East offers an active community lifestyle with a community center, outdoor pool, tennis and pickleball courts, fitness facilities, walking paths, pocket parks, and ponds. The community is convenient to downtown Easton, where residents enjoy locally owned restaurants and boutiques, the Academy Art Museum, the historic Avalon Theatre, farmers markets, and a lively calendar of festivals and community events. Medical facilities are also close at hand, along with the new University of Maryland Shore Regional Medical Center now under construction and anticipated to open in 2028. This welcoming home brings together generous living spaces, recent improvements, appealing outdoor areas, and convenient access to the amenities and culture of Easton.

29881 Peirce Way, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

8485 Tilghman Island Rd, Wittman
$255,000
3 Beds ⋅ 1 Baths

8485 Tilghman Island Rd, Wittman

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

13404 Cannery Rd, Queen Anne
$99,000
3 Beds ⋅ 1 Baths

13404 Cannery Rd, Queen Anne

Listing courtesy of Allfirst Realty, Inc.. Contact:

8095 N Fork Blvd, Easton
$749,990
4 Beds ⋅ 4 Baths
Nestled in the charming Easton Village, this exquisite Craftsman-style residence offers a perfect blend of luxury and comfort, ideal for those seeking a lifestyle close to shops, restaurants and the water. With 4 spacious bedrooms and 3.5 baths inclusive of a primary suite on the main level, this home spans an impressive 4,000+ square feet, providing ample space for relaxation and entertainment. Enter from the front porch to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas. The heart of the home features a kitchen equipped with stainless steel appliances, including a built-in microwave, range, and dishwasher, complemented by a generous island perfect for casual dining. The formal living room and formal dining room are perfect for gatherings, while the family room with two-story ceiling off the kitchen is bathed in natural light with a gas fireplace for cozy evenings at home. Retreat to the luxurious master suite, where a walk-in dual shower awaits, providing a spa-like experience right at home. Three walk-in closets provide ample storage in the primary bedroom along with a private porch for morning coffee. Upstairs, three additional large bedrooms with a hall bath and jack-and-jill bath between two of the bedrooms await in addition to an open loft area overlooking the living room and pull-down attic storage. The attached rear-entry two car garage provides convenience and ample storage, while the driveway ensures easy access for guests. Previously a model home for Easton Village, the garage was a finished showroom complete with ductless heating and cooling. The exterior of the property is equally impressive, featuring extensive hardscaping that enhances the outdoor living experience. Enjoy evenings under the stars in the hot tub or host gatherings on the spacious patio, surrounded by beautifully maintained landscaping. The community amenities elevate the lifestyle further, with access to a fitness center, outdoor pool with a water view, and scenic jog/walk paths, all designed to promote an active and social lifestyle. For those who appreciate the beauty of nature, the property is just moments away from the serene Tred Avon River, offering opportunities for leisurely strolls along the water's edge as well as a community dock on the River. This home is not just a residence; it's a lifestyle choice that embodies luxury, comfort, and community. Experience the perfect blend of modern living and timeless charm in this stunning Easton Village gem.

8095 N Fork Blvd, Easton

Listing courtesy of Douglas Elliman of Metro DC, LLC. Contact:

9521 Quail Hollow Dr Unit 605, St Michaels
$490,000
3 Beds ⋅ 3 Baths
With extensive updating done less than three years ago, this home in the popular Martingham community shows beautifully! The spacious, open living room with hardwood floors and fireplace overlooks a pavered patio and lots of greenspace beyond. The kitchen is up to date and well designed, and a pocket door separates it from the first floor bedroom suite, which could also be a den or office. Upstairs are two generous ensuite bedrooms with updated baths. A slider off the primary bedroom leads to a porch overlooking the landscaped grounds. A one-car garage is just outside the front door, and additional parking is available just steps away. All this within a mile of historic St. Michaels (but no town taxes!).

9521 Quail Hollow Dr Unit 605, St Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

29202 Corbin Pkwy, Easton
$425,000
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. Seller prefers Nov. 15, 2026 settlement date.

29202 Corbin Pkwy, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

407 Seymour Ave, St Michaels
$799,950
4 Beds ⋅ 4 Baths
Enjoy the best of St. Michaels with convenient access to recreation, waterfront activities, schools and downtown. The newly renovated split-foyer home is truly move-in ready. The nicely landscaped grounds feature a fenced rear yard with mature trees, large patio and an in-ground swimming pool, creating a wonderful setting for outdoor enjoyment. Inside, the main level is filled with natural light and offers an open floor plan with a comfortable living room, dining area and brand new beautifully updated kitchen featuring white cabinetry and new appliances. Beautiful wood floors throughout. The home offers four bedrooms and three and a half baths, with the added convenience of stacked washer and dryer setups on both levels. Large family room overlooking rear yard with wood burning brick fireplace with outside access to pool. First and second floor primary suites with custom tile bathrooms. Off street parking with no rental restrictions and no town taxes. Close to YMCA, school, restaurants, grocery stores, museums, and downtown shops. A wonderful place to settle in and enjoy the lifestyle that makes St. Michaels so special.

407 Seymour Ave, St Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

105 Marengo St, St Michaels
$299,900
3 Beds ⋅ 1 Baths
INVESTOR SPECIAL – PRIME IN-TOWN ST. MICHAELS OPPORTUNITY! Bring your contractor, vision, and renovation plans to 105 W Marengo St. This circa-1890 home offers approximately 1,656 square feet and presents an excellent value-add opportunity for an investor, renovator, or buyer looking for a substantial project in highly desirable St. Michaels. The property is ready for renovation, providing an opportunity to restore its character while updating the home for today's buyer. Whether your strategy is renovate and resell, hold as an investment, or create a distinctive personal residence, the location makes this one worth a serious look. Enjoy an in-town St. Michaels location convenient to downtown shops, restaurants, attractions, and the waterfront. Properties with renovation potential in established Eastern Shore destinations can be difficult to duplicate—here's an opportunity to improve the property from the ground up and make it your own. SOLD AS-IS. Seller will make no repairs. Cash, renovation financing, or other appropriate financing may be best suited for the property. Buyer to independently verify property condition, square footage, permits, zoning, and intended use.

105 Marengo St, St Michaels

Listing courtesy of Witz Realty, LLC. Contact:

241 Brookwood Ave, Easton
$350,000
3 Beds ⋅ 2 Baths
Solid brick 3-bedroom, 2-bath rancher situated on a quiet street just behind the hospital. This well-maintained home features a newer roof, soffits, and gutters, along with a vapor barrier, energy-efficient windows, and sliding door. The updated kitchen includes stainless steel appliances. Enjoy a gravel driveway plus convenient street parking. Ideally located close to the hospital and just minutes from downtown restaurants, shops, and amenities.

241 Brookwood Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

8186 June Way Unit 307, Easton
$299,900
3 Beds ⋅ 2 Baths
Welcome home to this charming 3-bedroom, 2-full-bath home offering a comfortable and functional layout with the convenience of a main-level primary bedroom. The spacious primary bedroom features a private full bath and direct access to the deck, creating an easy connection to the outdoors. The main level also offers a welcoming living area, kitchen and dining space, along with convenient main-level laundry. The kitchen and dining area provide additional access to the deck, making outdoor entertaining or enjoying your morning coffee a breeze. Upstairs, you’ll find two additional bedrooms and a full bathroom, providing plenty of space for family, guests, a home office or flex space.This desirable end-unit home offers added privacy and extra outdoor space, including a side yard and backyard—perfect for relaxing, entertaining, or enjoying some fresh air. Updates include an HVAC system that is only one year old and a new washing machine, providing added peace of mind. Come see all this home has to offer!

8186 June Way Unit 307, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

7963 Pond Haven Ct, Saint Michaels
$655,000
3 Beds ⋅ 3 Baths
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:

33 Mount Pleasant, Easton
$385,000
3 Beds ⋅ 2 Baths
Back Active! Call Martha for details...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:

6253 Middle Point Rd, Neavitt
$559,000
4 Beds ⋅ 3 Baths
A myriad of possibilities come with this unique property. Two homes for the price of one. The main house offers three bedrooms with two full baths plus an attached in-laws/au-pair with two bedrooms, family room with brick hearth fireplace, one full bath, kitchen and sunroom. The main house has gleaming wood floors, kitchen with breakfast area, formal dining and living room with fireplace. Spacious primary suite with walk-in closet. The third floor is great for a workroom, studio, crafting and kids playroom. Situated on 2.1 +/_ acres with a detached 4-car garage and storage shed in a quiet country setting and just minutes to a Talbot County boat ramp.

6253 Middle Point Rd, Neavitt

Listing courtesy of Benson & Mangold, LLC. Contact:

9681 Macks Ln, Mcdaniel
$75,000
2 Beds ⋅ 1 Baths
Opportunity awaits at 9681 Macks Lane in McDaniel, MD. This single-story residential property sits on approximately 0.46 acres and offers approximately 920 square feet of living space, plus an enclosed porch of approximately 132 square feet. Built in 1963, the property features one full bathroom, public water, and private/community sewer. The existing home is in poor condition and is being sold strictly AS-IS. Please DO NOT ENTER the home. The property offers an opportunity for a buyer to bring their vision to the property. Buyer to conduct their own due diligence regarding condition, use, zoning, utilities, and potential improvements.

9681 Macks Ln, Mcdaniel

Listing courtesy of Keller Williams Realty. Contact:

5935 Bay Acres Dr, Trappe
$470,000
3 Beds ⋅ 3 Baths
Tucked away among the farmland of Talbot County, this charming Cape Cod offers a peaceful Eastern Shore setting while still being conveniently located just outside of Easton. Set on more than two acres with mature trees, established gardens, nearby ponds, and quiet winding roads, the property offers privacy and plenty of room to enjoy the outdoors. Inside, the home features three bedrooms, two full baths, and a flexible floor plan. The main level includes a living room, separate dining room, spacious kitchen with an oversized island, and a first-floor primary suite with private bath. A dedicated laundry room with half bath adds convenience, while a separate space just off the garage entry makes an ideal drop zone, mudroom, or additional storage area. Upstairs are two additional bedrooms, a full bath, and an open bonus area perfect for a playroom, home office, or second living space. Outside, established flowers gardens, Black-eyed Susans, berry bushes, and mature trees create a gardener's dream with plenty of space to make your own. Enjoy the privacy of country living with the shops, restaurants, and conveniences of Easton just a short drive away. Professional photos coming soon!

5935 Bay Acres Dr, Trappe

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

4070 Hennisee Ln, Trappe
$249,990
2 Beds ⋅ 1 Baths
This charming 2-bedroom bungalow, remodeled kitchen with granite counters, large island, new floors throughout, appliances, hot water heater & HVAC. All major units have been replaced. Home offers a unique blend of classic character and modern convenience. With 1,014 sq. ft. of thoughtfully designed space. Enjoy the convenience of main floor laundry hookups, enhancing everyday living. The detached structure sits on a generous 0.17-acre lot, providing ample outdoor space for relaxation or gardening. Parking is hassle-free with a dedicated driveway. This property is perfect for those seeking a cozy home with potential for customization. Experience the charm of a historic bungalow. Don't miss the opportunity to make this your own!

4070 Hennisee Ln, Trappe

Listing courtesy of Keller Williams Realty. Contact:

14013 Old Wye Mills Rd, Wye Mills
$389,900
4 Beds ⋅ 2 Baths
Charming Cape Cod home, built in 1986, offers a perfect blend of comfort and community. With 1,950 sq. ft. of living space, it features 4 spacious bedrooms and 2 full bathrooms, ideal for gatherings or quiet evenings. Large 4 season room located off kitchen/dining area. Nestled on a generous 0.46-acre lot, the property boasts a detached garage with ample storage, perfect for hobbies or outdoor gear. Enjoy the convenience of main-floor laundry, enhancing your daily routine. Located in a welcoming neighborhood, residents benefit from nearby parks, excellent schools, and vibrant community events. The area is known for its friendly atmosphere and easy access to public services, ensuring a fulfilling lifestyle. Embrace the warmth of this home and the joys of community living, where every day feels like a retreat.

14013 Old Wye Mills Rd, Wye Mills

Listing courtesy of Keller Williams Realty. Contact: