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27625 Parkway Rd, Easton
$3,000,000
3 Beds ⋅ 5 Baths
Nestled on just over 3 picturesque acres along the Miles River, this exceptional waterfront estate is the epitome of Eastern Shore charm. Renovated in 2017, the beautifully appointed residence is designed to maximize its stunning setting, with breathtaking water views from most rooms and an abundance of natural light throughout. The thoughtfully designed kitchen serves as the heart of the home and is ideal for both everyday living and entertaining. Featuring a large center island, high-end stainless steel appliances, custom cabinetry, and generous workspace, the kitchen flows seamlessly into the dining area and inviting river room, where expansive windows frame the spectacular waterfront views. The outdoor living spaces are equally impressive. A stunning negative-edge pool with elegant fire features creates a private resort-like atmosphere, while impeccably maintained grounds provide the perfect backdrop for relaxing or hosting family and friends. The rip-rapped shoreline leads to a private dock equipped with two boat lifts and approximately five feet of mean low water, offering easy access to the Miles River and the Chesapeake Bay beyond. Multiple sheds and large barn provide for storage of your boat and more. Whether you're working remotely, enjoying a weekend retreat, or seeking a year-round residence, this property offers exceptional convenience. High-speed Easton Velocity internet makes working from home effortless, while the property's location provides quick access to Easton Airport, the Easton Bypass, and the shops, restaurants, and waterfront attractions of St. Michaels. This extraordinary offering presents a rare opportunity to experience the very best of waterfront living on Maryland's Eastern Shore.

27625 Parkway Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

8464 Aveley Farm Rd, Easton
$1,175,000
6 Beds ⋅ 6 Baths
Set on 2.14 beautifully maintained acres, this exceptional 6-bedroom home offers the perfect blend of space, comfort, and outdoor living. A thoughtfully designed layout features a desirable first-floor master suite, providing privacy and convenience with generous proportions and serene views of the surrounding landscape. The home’s expansive interior includes multiple living and entertaining areas, ideal for both everyday living and hosting guests. Large windows throughout invite natural light and showcase the property’s stunning grounds. Step outside to your own private retreat, complete with a sparkling pool and extensive landscaping that creates a peaceful, park-like setting. Whether relaxing poolside or enjoying the open green space, this property offers endless opportunities for outdoor enjoyment. A detached two-car garage adds functionality and additional storage, complementing the home’s impressive features. With six spacious bedrooms and ample acreage, this property provides flexibility for a variety of lifestyles—all in a picturesque and private setting.

8464 Aveley Farm Rd, Easton

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Meredith Fine Properties.

209 Goldsborough St, Easton
$1,048,000
3 Beds ⋅ 3 Baths
Historic Charm Meets Endless Potential in Easton Welcome to this beautifully renovated home situated on a highly desirable, deep double corner lot in Easton's Historic District. Inside, you are greeted by bright, airy spaces that perfectly balance historic character with modern flair, featuring gorgeous hardwood floors, classic moldings, and elegant fireplaces. Main House Highlights: Inviting Living Spaces: Multiple sitting areas offer cozy fireplaces and glass doors that seamlessly blend indoor and outdoor living. Brand new HVAC. Chef’s Kitchen: A large, fully equipped kitchen boasts crisp white cabinetry, stainless steel appliances, a center island with seating, and striking granite countertops, flowing easily into a separate dining room. Versatile Upper Level: Features spacious bedrooms (including a bold, stylish primary suite), flexible space for a dedicated home office, and a beautiful sunroom bathed in natural light from three sides. Updated Baths: Two charming and light-filled bathrooms complete the interior. Outdoor Oasis: Step outside to enjoy a very private, fenced yard complete with a patio, a relaxing side porch, extensive landscaping, greenhouses, landscape lighting, and the convenience of off-street parking. The home also features Lutron lighting throughout to perfectly set the mood. The Bonus Opportunity—A Ready-to-Build Guest House: The property includes an existing barn/shop outbuilding, and the current owners have already done the heavy lifting to envision its future. Schematic architectural plans for a complete barn conversion by John Hutchison Architecture are available for the new owner! The Vision: The proposed design transforms the space into a stunning guest house or accessory dwelling. First Floor: Designed to feature a living area with a gas fireplace, a kitchenette, and two bathrooms. Second Floor: Expertly planned to accommodate custom built-in beds and bunks. Premium Finishes: Planned materials include James Hardie vertical board and batten siding, Andersen 400 series windows, and engineered hardwood flooring. Turnkey Potential: A comprehensive construction estimate from KRM Construction is also on file, making this an easy, ready-to-execute project for the visionary buyer. (Further adding to the property's incredible potential, existing condition architectural plans have also been drafted for a future main house addition.)

209 Goldsborough St, Easton

Listing courtesy of Compass. Contact:

Selling Office: Douglas Realty LLC.

26972 Tunis Mill Rd, Easton
$540,000
3 Beds ⋅ 3 Baths
BRAND NEW & MOVE-IN READY, this spacious rancher offers one level living and features high end finishes throughout, including a gourmet kitchen with slim shaker 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 a spacious spa-like shower with dual shower heads and tile surround. Rounding out the main level is two additional bedrooms and a full bath with dual vanity and 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, 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 close to downtown Easton shops, restaurants and grocery. NO HOA or restrictive covenants. Schedule you private tour today!

26972 Tunis Mill Rd, Easton

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

Selling Office: Meredith Fine Properties.

505 S Washington St S, Easton
$539,000
3 Beds ⋅ 2 Baths
Location, Location, Location! Charming In-Town Easton Cottage with a Private Backyard Oasis. Enjoy the convenience of in-town Easton living with downtown shops, restaurants, Idlewild Park, and the YMCA all in close proximity. This charming all-brick cottage combines a desirable location with comfortable living spaces and an impressive private backyard retreat. Inside, the home features beautiful walnut flooring and a spacious, light-filled living room with a fireplace and large windows. Three bedrooms and two full baths provide comfortable living space, while the kitchen features granite countertops and stainless steel appliances. A full attic and basement offer plenty of additional storage. The home features gas heat, along with new air conditioning and a new hot water heater, both installed in 2024. Outside, the property offers a private backyard retreat with an in-ground saltwater pool and water feature, hot tub, stone patio, and outdoor fireplace. Mature landscaping adds privacy and creates an inviting setting for relaxing and entertaining throughout the warmer months. A paved circular driveway completes this distinctive property, offering the convenience of an in-town Easton location with a backyard designed for outdoor living and entertaining.

505 S Washington St S, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Keller Williams Realty.

417 S Aurora St, Easton
$499,500
4 Beds ⋅ 2 Baths
Beautifully renovated Cape Cod in the heart of Easton, offering an exceptional blend of location, convenience, and lifestyle. This highly walkable home sits just one block from medical and dental offices, and only a few blocks from local schools. Outdoor recreation is moments away, with nearby playgrounds, tennis and basketball courts, and the area’s premier YMCA just minutes from your door. The scenic Rails-to-Trails path—perfect for walking, running, or biking—is also just one block away. Enjoy living in the wonderful tight knit neighborhood. Inside, the home features a flexible and functional layout with four bedrooms—two on the main level and two on the second level—making it ideal for a variety of living arrangements. Whether you’re seeking a full-time residence, a weekend retreat, or a charming pied-à-terre, this home adapts beautifully. Interior highlights include hardwood floors, updated appliances, a newer HVAC system, and a spacious mudroom/laundry room conveniently located off the back entrance. Relax on the screened-in porch overlooking the fully fenced backyard, and enjoy the convenience of private off-street parking. Move-in ready and thoughtfully updated, this home offers the perfect combination of charm, modern comfort, and an unbeatable in-town location.

417 S Aurora St, Easton

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Coldwell Banker Realty.

505 Decatur Pl, Easton
$445,000
3 Beds ⋅ 2 Baths
Classic Cape Cod charm meets thoughtful updates at 505 Decatur Place! Situated on a spacious approximately one-third-acre lot in a quiet Easton neighborhood near the high school, this 3-bedroom, 2-bath home offers a convenient location and a versatile layout. A beautifully updated kitchen and original hardwood floors throughout the first floor bring warmth and character, while the main-level primary suite adds everyday convenience. Upstairs, two spacious bedrooms share a Jack-and-Jill bathroom. Attractive, manageable landscaping adds curb appeal, and the screened-in porch and large backyard provide plenty of room to spread out, relax, and entertain. The two-car garage offers ample extra storage, while the generous driveway and street parking in front accommodate additional vehicles. Enjoy the space of a large in-town lot just minutes from Easton’s shopping, dining, and local amenities. Priced to sell, this inviting home is ready for its next chapter!

505 Decatur Pl, Easton

Listing courtesy of Taylor Properties. Contact:

Selling Office: Meredith Fine Properties.

635 Elizabeth St, Easton
$429,990
3 Beds ⋅ 2 Baths
Welcome to this beautifully renovated Eastern Shore cottage, tucked away on a lovely, private lot in Easton. Offering the ease of one-level living, this inviting home blends classic cottage charm with thoughtful design and beautifully selected materials throughout. Inside, refinished hardwood floors create a warm and timeless foundation for the spacious, open floor plan. The vaulted kitchen is both beautiful and functional, featuring granite countertops, a classic subway backsplash, and Moroccan limestone flooring that adds natural texture and old-world character. The kitchen flows effortlessly into the adjoining living spaces, making the home equally comfortable for everyday living or entertaining. The primary suite is a true retreat, with a custom-designed bathroom that feels like a work of art. The space pairs Italian marble flooring with exquisite New Ravenna tile and handcrafted Moroccan Zellige tilework on the walls. The distinctive mosaic is waterjet-cut, hand-clipped, and meticulously pieced together by hand, creating a one-of-a-kind composition with remarkable depth, texture, and artistry. The beautifully varied, hand-finished Zellige tile adds an organic quality and subtle dimension to the space, complementing the luminous marble beautifully. A spacious walk-in shower completes this exceptional retreat. Two additional bedrooms are sunny and generously sized, offering comfortable accommodations for family, guests, or a home office. A well-appointed hall bathroom serves these bedrooms. A charming sitting room provides a cozy secondary living space, anchored by a classic fireplace mantle and electric fireplace. From here, step directly outside to the private, fully fenced yard—a wonderful setting for morning coffee, outdoor dining, gardening, pets, or simply enjoying the peace and privacy of your own Eastern Shore retreat. Ideally located in Easton, the home offers easy access to the town’s charming downtown, celebrated restaurants, independent shops, galleries, and the natural beauty of the Chesapeake Bay region. Enjoy the best of Eastern Shore living while coming home to your own private and beautifully appointed retreat. Thoughtfully designed, beautifully crafted, and wonderfully easy to live in—this is an Eastern Shore cottage with a character all its own.

635 Elizabeth St, Easton

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

Selling Office: Benson & Mangold, LLC.

706 High St, Easton
$405,000
3 Beds ⋅ 2 Baths
Your lucky day - house is back on the market. This home was Extensively updated and remodeled in 2021. Located in the heart of Easton, this beautifully maintained 3-bedroom, 2-bath single-level home offers the perfect blend of charm and modern convenience. close to Historic Downtown Easton and with easy access to U.S. Route 50, this home is ideal for both local living and commuting. Inside, you’ll find stunning wood floors throughout and a thoughtfully designed layout. The spacious primary suite features a private bath, generous closet space, and a dedicated dressing room. The remodeled kitchen is a standout, showcasing stainless steel appliances, custom cabinetry and countertops, Enjoy relaxing or entertaining outdoors with both a screened-in porch and a covered front porch. Additional features include off-street parking and a storage shed for added convenience and fenced yard. HVAC, roof, electric and plumbing new in 2021. Move-in ready and meticulously updated,

706 High St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Blue Heron Realty, Inc..

206 South St, Easton
$400,000
3 Beds ⋅ 3 Baths
**House was under contract with a home sale contingency** Beautifully renovated and ideally located in downtown Easton, this 3-bedroom, 2.5-bath home offers the perfect blend of historic charm and modern updates, all within close proximity to the town’s best shops, restaurants, galleries, theaters, and parks. Inside, the home features an open and functional floor plan centered around a renovated kitchen, ideal for both everyday living and entertaining. Recent updates include a renovated primary bathroom, updated powder room, and newly installed knotty pine flooring throughout, adding warmth and character to every space. The spacious primary suite is a standout, featuring vaulted ceilings, abundant natural light, a large walk-in closet, and a beautifully renovated bathroom. Two additional bedrooms offer flexibility for guests, a home office, or additional living space. Outdoor living is a rare highlight for an in-town property, with a large stone patio and side yard that provide the perfect setting for entertaining, gardening, or simply enjoying your own private outdoor space. A move-in ready opportunity one block from everything downtown Easton has to offer, combining timeless charm, thoughtful renovations, and a highly desirable location.

206 South St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Meredith Fine Properties.

66 Johnson St, Easton
$396,000
3 Beds ⋅ 2 Baths
WATERFRONT STEAL IN EASTON! Enjoy your morning coffee watching the birds and wildlife on the river, or put your kayak in for an afternoon ride down the Tred Avon. This fully remodeled home features waterfront living in the thriving town of Easton. thoughtfully designed with an open floor plan for your enjoyment of all the views. Taken down to the studs, all major systems have been replaced and inspected, with upgrades you would typically find in a luxury home. The beautiful brick patio encourages late afternoon enjoyment of drinks with friends, and the "American Dream" lifestyle. Thoughtfully redesigned kitchen space includes a large island and all new stainless steel appliances and quiet close cabinetry.

66 Johnson St, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Benson & Mangold, LLC.

300 Dixon St Unit 402, Easton
$375,000
3 Beds ⋅ 3 Baths
Welcome to this beautifully maintained 3-level townhome in the heart of Easton. Featuring three bedrooms, two full bathrooms, and one half bathroom, this home is designed for comfortable everyday living and easy entertaining. The spacious layout offers multiple levels of living space, providing everyone with room to spread out and enjoy., along with the peace of mind of a Brand New Roof and Brand New Water Heater! The main living area flows seamlessly into the kitchen and dining spaces, while large windows bring in plenty of natural light throughout the home. Step outside to enjoy the spacious back deck, perfect for morning coffee, outdoor dining, or relaxing evenings with friends and family. Upstairs, find a large primary bedroom with a walk-in closet and en-suite bathroom. Two guest bedrooms and a full hall bath complete this level. You will love the finished basement level and the attached 2-car garage offering convenience, play space, extra storage, and easy parking. Located in a desirable Easton community walking distance to downtown, with direct access to Rails-to-Trails, close to shopping, dining, parks, and local amenities, this townhome offers low-maintenance living with plenty of room to grow. Don’t miss your opportunity to own this move-in-ready home in one of the Eastern Shore’s most charming towns! Motivated Sellers, schedule your showing today!

300 Dixon St Unit 402, Easton

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

641 Lomax St, Easton
$370,000
3 Beds ⋅ 2 Baths
Charming and beautifully maintained 3-bedroom, 2-full bathroom home offering classic character, thoughtful updates, and exceptional outdoor living. Original hardwood floors, built-ins near the entry, stainless steel appliances, remodeled bathrooms, and the primary bedroom with ensuite bathroom add warmth and functionality. Recent improvements include a new Bosch HVAC system (2026), garage door (2022), tankless water heater (2019), and roof and gutters (2018) with 50-year architectural shingles. The crawl space has a dehumidifier and vapor barrier, and new patio doors provide easy access to the backyard. Outside, enjoy fantastic curb appeal, mature landscaping, a vinyl privacy-fenced yard, patio, storage shed, and plenty of room to entertain or play. Off-street parking and a one-car attached garage with storage above, plus a rear driveway, round out this well-cared-for home.

641 Lomax St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

402 Cherry St, Easton
$350,000
3 Beds ⋅ 2 Baths
Welcome to 402 Cherry Street, a beautifully, renovated three or four bedroom, two-full bath, light-filled home located in the charming historic district of Easton. The residence combines modern updates with prime location and offers a low-maintenance lifestyle in the heart of this captivating town. Renovated in 2023 and thoughtfully designed to maximize space and functionality. The attention to detail is evident throughout, with stylish finishes and fixtures that perfectly complement the cozy interior. The floor plan allows for comfortable, everyday living. One of the standout features of this property is the small, private courtyard. This intimate outdoor space provides a private sanctuary where you can relax, unwind, and enjoy the outdoors. With minimal yard maintenance required, you'll have more time to savor the wonderful amenities Easton has to offer. Walking distance to an array of cultural attractions, galleries, boutique shops, and dining establishments. Schedule a private showing today. Off street parking located on N Higgins Street.

402 Cherry St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

104 Sycamore Ave, Easton
$340,000
2 Beds ⋅ 1 Baths
Welcome to this charming, move-in ready rancher in one of Easton's most convenient in-town locations. Thoughtfully updated throughout, this well-maintained home features hardwood floors, an updated eat-in kitchen with white cabinetry, and a flexible floor plan with an oversized primary bedroom. Enjoy outdoor living on the impressive 550-square-foot patio, perfect for entertaining, along with a large backyard, heated detached garage/workshop, and an extended driveway with room for a boat or trailer. Recent improvements include fresh paint, updated landscaping, modern lighting, new gutters (2025), an updated bathroom, vinyl-clad windows, newer roof, spray foam insulation crawlspace, and updated HVAC components. Conveniently located just minutes from downtown Easton's shops, restaurants, parks, and Rails-to-Trails. Seller to identify home of choice.

104 Sycamore Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Coldwell Banker Realty.

304 W Oak Ave, Easton
$335,000
4 Beds ⋅ 2 Baths
Built in 1959 and enhanced with a spacious primary suite addition in 1995, this 3–4 bedroom, 2-bath home provides generous living space and a versatile layout. The front covered porch leads into a bright living room with large windows overlooking the front yard. Beautiful original hardwood floors carry throughout much of the home. The open kitchen overlooks the dining area and sunroom. The home features a thoughtful split floor plan, with the guest bedrooms located in the right wing, including two bedrooms and a versatile flex room - ideal as a forth bedroom, home office or playroom. On the left side, the private primary suite addition includes a loft area, full bath, walk-in closet and sliding glass doors that open to the rear patio. Additional highlights include a mudroom with a laundry area featuring a laundry counter and built in cabinet storage. Outside you’ll find a heated and cooled workshop, a spacious patio with a fire pit, a partially fenced rear yard with storage shed, a front blacktop driveway and rear alley access for additional off-street parking. Conveniently located just blocks from Idlewild Park, the Rails-to-Trails path and downtown Easton’s shops, restaurants and attractions.

304 W Oak Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Chesapeake Bay Real Estate Plus, LLC.

9743 Chapel Rd, Easton
$325,000
3 Beds ⋅ 1 Baths
Welcome to 9743 Chapel Road, where modern updates, peaceful country living, and exceptional value come together on 2.4 private acres. If you've been searching for a home that's truly move-in ready without sacrificing outdoor space, this beautifully renovated rancher checks every box. At the heart of the home is a stunning brand-new kitchen (2026) featuring stylish new cabinetry, elegant quartz countertops, a designer tile backsplash, and a fresh, modern feel that's perfect for everyday living and entertaining. The updates continue throughout the home with luxury vinyl plank flooring in the main living areas, brand-new carpet in the bedrooms, and a beautifully renovated bathroom, offering today's buyers the updated finishes they're looking for. The one-level layout provides effortless living, while the bright, inviting spaces create a warm and welcoming atmosphere from the moment you step inside. Outside, you'll discover the freedom that comes with 2.4 acres of land. Whether you envision gardening, entertaining, creating a hobby farm, or simply enjoying the privacy and open space, this property offers endless possibilities. The detached building adds even more versatility and is ideal for a workshop, extra storage, or all your outdoor equipment. Finding a beautifully updated home with acreage at this price point is becoming increasingly rare. Priced under $330,000, 9743 Chapel Road offers the perfect combination of modern renovations, usable land, and incredible value, an opportunity that won't last long. Schedule your private showing today and experience the space, updates, and lifestyle that make this property so special.

9743 Chapel Rd, Easton

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Cummings & Co. Realtors.

602 Hazelwood Dr, Easton
$265,000
3 Beds ⋅ 2 Baths
Welcome to 602 Hazelwood Drive. This ranch home offers single level convenience. The property features a functional layout with outdoor space and investment potential. This three-bedroom, two bath property sits on a cul-de-sac just minutes from Downtown Easton and Easton Marketplace Shopping Center. The private backyard features mature shade trees and two storage sheds. The screened porch extends the living space outdoors, while the sheds provide great storage solutions. The established trees create a peaceful setting with changing colors that enhance the property's appeal across the seasons. Located in a residential neighborhood with easy access to shopping and dining options, this property presents solid investment potential for those ready to customize and improve. The functional 3-bedroom configuration combined with outdoor space and proximity to retail conveniences make this an attractive opportunity for renovation-minded buyers seeking to build equity. This is a Fannie Mae HomePath property. Seller requires all offers be submitted on Homepath website

602 Hazelwood Dr, Easton

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

Selling Office: Benson & Mangold, LLC.

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