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$1,195,000
4 Beds ⋅ 3 Baths
A Private Wye River Sanctuary! Some properties offer a home. Others offer a lifestyle. This exceptional Wye River retreat offers both.Set along one of the Eastern Shore’s most beautiful waterways, this beautifully updated ranch home is an invitation to slow down, entertain effortlessly, and enjoy waterfront living at its finest. From morning coffee on the screened porch to sunset swims in the Gunite pool, every day here feels like a getaway.The light-filled, open interior provides an inviting backdrop for relaxed gatherings and everyday living, while a versatile additional living area offers the flexibility for an in-law suite, private home office, game room, or guest retreat. The serene primary bedroom enjoys direct access to the screened porch, creating a private connection to the tranquil waterfront setting.The extensive improvements provide peace of mind while enhancing the home's appeal, including an architectural roof, vinyl siding, gutters, sophisticated hybrid heat pump/propane HVAC system, select updated flooring, and an updated BAT septic system.Outside is where this property truly shines. The Gunite pool features strategically placed bench seating, creating the perfect vantage point for unforgettable Wye River sunsets. The screened porch captures the river breezes and provides an ideal setting for morning coffee, afternoon cocktails, or long evenings with friends and family.For the boating enthusiast, the private dock features two electric boat lifts—8,000 and 12,000 pounds—and 2+ feet of mean low water, providing excellent access for boating and watersports. Spend the day on the river, catch crabs from the dock, or simply let the water set the pace.This is more than a waterfront home—it is a place to create traditions, host unforgettable gatherings, escape the ordinary, and experience the Wye River in a deeply personal way.Private waterfront. Private dock. Gunite pool. Sunset views. Exceptional outdoor living. A rare opportunity to make the Wye River your everyday retreat.

225 Hickory Ridge Dr, Queenstown

Listing courtesy of Pearson Smith Realty, LLC. Contact:

$1,650,000
4 Beds ⋅ 4 Baths
Enjoy broad water views and spectacular sunsets from this beautifully situated 1.02-acre waterfront property, with water views enjoyed throughout much of the home. Designed for comfortable one-level living, this spacious residence offers 4 bedrooms, 3.5 baths providing 3,137 square feet of living space. The bright kitchen features a skylight, center island with seating, and an open layout connecting seamlessly to the family room with fireplace. The waterfront primary suite takes full advantage of the views and includes a large walk-in closet, private bath with soaking tub, walk-in shower and dual vanities, plus primary has direct access to a semi-private deck. An additional guest bedroom features its own ensuite bath. Oversized 2 Car Garage. Outdoor living is a highlight, with a swimming pool, deck with awning, patio, generous backyard, riprapped shoreline, and a new pier completed in 2026, Roof New in 2021. This property offers an ideal setting for relaxing, entertaining, and enjoying life on the water. The community offers resort-style amenities, including an 18-hole championship golf course, clubhouse with restaurant/bar/grill, swimming pool, tennis and pickleball courts plus. With expansive water views, beautiful sunsets, one-level living, a private pool and pier, this exceptional property offers the Eastern Shore waterfront lifestyle at its best.

251 Prospect Bay Dr W, Grasonville

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

$549,900
3 Beds ⋅ 3 Baths
Welcome to 347 Claiborne Fields Drive, situated on an impressive 1.26 acre lot in the sought-after Claiborne Fields community of Centreville! With over 2,000 square feet of living space, this 3 bedroom, 2.5 bath home has been well maintained and cared for by the original owner for many years. Fresh paint and new carpet throughout give the home a clean, refreshed feel, making it ready for its next chapter. An attached two car garage provides added convenience and plenty of space for parking and storage. Enjoy plenty of room to spread out both inside and out, with a spacious lot backing to woods for added privacy and a peaceful setting. Located in an established community with convenient access to Centreville and Route 301, this home offers a wonderful combination of space, privacy, and location. Come see all that 347 Claiborne Fields Drive has to offer!

347 Claiborne Dr, Centreville

Listing courtesy of RE/MAX Executive. Contact:

$412,000
3 Beds ⋅ 2 Baths
Nestled up to vast farm land, this exquisite ranch-style home offers a perfect blend of comfort and sophistication.This residence boasts a well-maintained exterior with charming vinyl siding, inviting you into a space that feels both warm and welcoming. Step inside to discover an open floor plan that seamlessly integrates the kitchen and living areas, creating an ideal setting for both relaxation and entertaining. The luxury vinyl plank flooring flows gracefully throughout, providing a stylish yet durable foundation for your daily life. Natural light pours in, accentuating the spaciousness and warmth of the home. The heart of this residence is undoubtedly the modern kitchen, equipped with SS Appliances that cater to your culinary aspirations. Featuring an electric oven/range, a sleek microwave, and a dishwasher, this kitchen is designed for both functionality and elegance. The refrigerator offers ample storage for all your gourmet ingredients, making meal preparation a delight. With 3 bedrooms and 2 full bathrooms, this home provides plenty of space for comfort and privacy. Updated Ceiling Fans and Lights throughout the home ensure a refreshing atmosphere year-round. Brand New Roof and Water Heater Installed 2024. Step outside to enjoy the inviting patio, new fence, perfect for morning coffee or evening gatherings under the stars. The expansive 0.26-acre lot offers plenty of room for outdoor activities, gardening, or simply enjoying the tranquility of your surroundings. Parking is a breeze with an attached garage and additional driveway space for guests. The gravel driveway adds a rustic charm while ensuring easy access. This property is not just a house; it's a lifestyle. Experience the joy of living in a well-appointed home that combines modern conveniences with a cozy atmosphere. Whether you're hosting friends or enjoying a quiet evening, this residence is designed to meet your every need. Embrace the opportunity to make this beautiful home your own and enjoy the exclusive lifestyle it offers. Sale of this Home is Contingent upon Sellers finding their home of choice.

117 Wright Rd, Chester

Listing courtesy of Douglas Realty LLC. Contact:

$415,000
3 Beds ⋅ 3 Baths
Welcome to the historic Old Brick School House, a truly unique property nestled on 2.1 acres in the peaceful countryside of Centreville. At the heart of the property is the original brick schoolhouse, which was thoughtfully expanded to create the spacious, functional home you see today. The result is a wonderful blend of local history and comfortable everyday living. The original schoolhouse now lives on as a special part of this 3 bedroom, 2.5 bath home offering over 1,900 square feet of one level living, along with a two car garage providing plenty of space for parking, storage, and more. Several major improvements have already been completed, including a NEW furnace just a few months ago, a new septic system in 2020, a new roof in 2023, and mini-split air conditioning, providing added peace of mind for the next owner. Outside, enjoy just over two acres with plenty of room to enjoy the quiet beauty of Maryland’s Eastern Shore. Convenient access to Route 301 makes getting around easy, while Kent Narrows is approximately 20 minutes away for dining, boating, shopping, and recreation. More than just a home, this property offers the opportunity to become part of a special piece of Queen Anne’s County history while enjoying the space and functionality of a home that has grown well beyond its original schoolhouse beginnings. Schedule your private tour and come see what makes 701 White Marsh Road so unique!

701 White Marsh Rd, Centreville

Listing courtesy of RE/MAX Executive. Contact:

$549,000
3 Beds ⋅ 2 Baths
Enjoy easy one-level living in the highly desirable Prospect Bay community at 12 Greenwood Shoals. Set on just over an acre, this inviting three-bedroom, two-bath home offers the convenience of having all of your main living spaces on one level, paired with a peaceful setting in one of Grasonville’s most sought after golf and waterfront communities. Inside, a functional floor plan creates comfortable spaces for everyday living and entertaining with an open concept living room and kitchen that opens up to a large deck overlooking the backyard. The primary suite has a large closet and the two additional bedrooms offer plenty of space for guests or a home office. An oversized two-car garage offers exceptional additional space with room for storage, a golf cart, kayaks, canoes, or other outdoor gear - perfectly suited for the Prospect Bay lifestyle. A newer gutter system adds another thoughtful update to the home. Outside, the spacious fenced backyard is surrounded by mature trees, providing wonderful shade and creating a private, peaceful setting for relaxing, entertaining, pets, or play. Updated landscaping enhances the home’s curb appeal, while shallow water access from the property provides an ideal spot to launch a kayak or canoe and explore the surrounding waterways. Living in Prospect Bay means enjoying a lifestyle centered around recreation and community, with amenities including an 18-hole golf course, swimming pool, tennis and pickleball courts, clubhouse with restaurant and bar, marina, boat ramp, social activities, and more. Owner/Agent.

12 Greenwood Shls, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

$398,000
3 Beds ⋅ 2 Baths
Bring the boat. Leave the projects behind. Unbeatable value!!- this fully updated home sits on a double lot in a water-oriented community where waterfront parks and water access are just a short walk away. Inside, easy one-level living meets move-in-ready comfort: hardwood floors, a updated kitchen and two full baths, new windows and siding, an updated roof and HVAC, plus an encapsulated crawlspace. Spend your weekends on the water, come home to a yard with room to spread out, with HUGE deck begging to entertain with large fenced backyard. Unpack your bags and make it yours. The generous double lot leaves room to dream about a spacious outbuilding or future expansion. Matapeake school district. HURRY to claim!

624 Romancoke Rd, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact:

$849,990
3 Beds ⋅ 3 Baths
Come pick your finishes + $5,000 in closing offered with settlement on or before 12/15/2026! NEW CONSTRUCTION IN QUEEN ANNE COLONY – READY THIS NOVEMBER! Enjoy easy one-level living in this beautifully upgraded Schaefer Homes Raleigh model featuring 3 bedrooms, 3 full baths and an open floor plan designed for comfortable everyday living. Upgrades include LVP flooring throughout, walk-in tiled showers, upgraded kitchen with backsplash, stone-accented exterior and a screened porch perfect for relaxing or entertaining. Located in sought-after Queen Anne Colony, you'll enjoy the privacy of island living with public sewer, private well and unbeatable convenience just off the first Kent Island exit. Walk or bike the South Island Trail to nearby pickleball courts and the fishing pier, or enjoy a round at Blue Heron Golf Course just a short walk away. Brand-new, one-level living with recreation right outside your door and no older-home renovation list!

313 Columbia Ln, Stevensville

Listing courtesy of Samson Properties. Contact:

$750,000
3 Beds ⋅ 3 Baths
You'll love this cottage-style home in the desirable Dulin Clark Road neighborhood of Hunter's Ridge, just a few miles from public parks. This luxurious 3-bedroom, 2 full and 3 half-bath home includes modern amenities such as two sets of washers and dryers, a resort-like backyard complete with a pool and poolhouse with a half bath, Trex decking, and a firepit. A recently added spacious closet system provides abundant storage. The detached garage features a studio apartment with rental potential. A circular paved driveway provides ample, convenient parking and great curb appeal, along with professional landscaping. A shed and easily accessed attic add to the ample storage throughout the home.

204 Hunters Ridge Rd, Centreville

Listing courtesy of BEYCOME BROKERAGE REALTY LLC. Contact:

$674,900
3 Beds ⋅ 2 Baths
Exceptional ranch style home to be built in the coveted neighborhood of Queen Anne Colony. Golf, walking trail, fishing pier, Cheapeake Bay overlook, and marina are all within walking distance from this exclusive community. This new home is still to be built so you can add your customizations and choose your colors! Local, high-quality builder!

Queens Colony High Road, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

$559,900
3 Beds ⋅ 2 Baths
New Home to be built! Spacious rancher on an oversized lot. Act now to pick your colors! Call today for more information!

Baltimore Road, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

$425,000
4 Beds ⋅ 2 Baths
Welcome to this adorable, move-in-ready 4BR/2BA Rancher, nestled on a sprawling manicured lot (including an in-ground sprinkler system) in a community with fantastic amenities, including a community pool and beach and marina access. Pull into the double-wide driveway, make your way to the covered front porch, and step inside your new home. The main living area offers a spacious open-concept floor plan with vaulted ceilings, creating an inviting sense of space and natural light throughout the softly painted interior. The large living room flows seamlessly into the dining area and kitchen, making this the perfect space for everyday living and entertaining.  The kitchen offers abundant cabinet and counter space, stainless steel appliances, and a separate pantry closet with convenient laundry. A sink positioned beneath the window provides a pleasant view while preparing meals and adds to the functionality of this inviting kitchen.  Down the hall, you’ll find three sizable secondary bedrooms that share a full bathroom, along with a spacious primary suite featuring a double closet and a private full bathroom. From the sliding glass doors in the dining room, step outside onto a large wood deck featuring a convenient roll-up awning that overlooks the expansive yard. The beautifully maintained outdoor space offers plenty of green space, two storage sheds, and abundant possibilities for gardening, entertaining, and more. This home is move-in ready and ideal for any new homeowner. Located near shopping, restaurants, and commuter routes, this adorable rancher offers the perfect combination of comfort, convenience, and outdoor space.

909 Petinot Pl, Stevensville

Listing courtesy of LPT Realty, LLC. Contact:

$349,900
3 Beds ⋅ 2 Baths
REDUCED!! Discover the desired WATERFRONT Chester River Beach Community! Just one block from the Boat landing with boat ramp, boat slips, playground, beach, pavilio , picnic area and kayak storage! This one level Rancher boasts 1,593 sqft. of living space and features an open floor plan. The large kitchen boasts an eat-in area with plenty of room for a large dining table for all to gather! The heart of the home is the cozy wood stove, creating a warm atmosphere in the family room. Enjoy three spacious bedrooms and two full baths, which includes the ensuite bath in the primary! Step outside to your huge backyard and enjoy nights under the stars or unwind and grill dinner in your own little courtyard! One car garage is perfect for storage along with an extensive driveway for ample parking. Just take a very short stroll to the community landing and indulge in fishing, crabbing, kayaking or simply soaking in the tranquil views and the BEST SUNSETS! NEW Furnace '24, NEW Hot Water Heater '25, NEW Dishwasher '25 and No Flood Zone here! Top-rated schools, nearby parks and Kent Island Cross Trail is just an added bonus! Close to Marinas, Waterfront Dining, the Narrows, Boutique Shopping this location is perfect for those seeking a vibrant lifestyle on the Shore! Easy on and off RT 50 for the commuter. Don't miss your opportunity to be in Chester River Beach at this great price!

815 Chester River Dr, Grasonville

Listing courtesy of RE/MAX Executive. Contact:

$2,200,000
3 Beds ⋅ 2 Baths
Bay City - If you are looking for a property that features beautiful sunsets on the bay, and outdoor living at the finest you found it! A builder's home with attention to detail from the custom heated pool and hot tub to the Danver stainless steel outdoor kitchen, Lynx grill, Lynx side burner, subzero ice maker, subzero refrigerator drawers and well as an outdoor living space with gas fireplace. Additional features of motorized retractable screens and aluminum shutters on pool house. Also, a boater's dream with a pier featuring a 13,000 lbs boat lift, 30,000 lbs high speed boat, jet ski lift and all new decking and lighting. Irrigation system and full property landscape and landscape lighting to also appreciate on this beautiful property. Crawlspace has been encapsulated and insulated and installed dehumidification system. This home is a MUST SEE, so call today for your showing appointment.

914 Bayside Dr, Stevensville

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

$425,000
3 Beds ⋅ 1 Baths
Welcome to 249 White Marsh Road, a clean, move-in-ready home on a beautifully landscaped property in Centreville. This well-maintained home features beautiful wood floors, a bright and inviting living space, and a recently renovated bathroom. Pride of ownership is evident throughout, allowing the next owner to move right in and enjoy the home from day one. The lower level offers valuable flex space that could serve as a home office, workout area, hobby room, or potential additional bedroom. Outside, the landscaped yard provides a peaceful setting with plenty of room to relax, entertain, or enjoy the outdoors. Whether you're a first-time buyer, looking to downsize, or simply searching for a well-cared-for home with room to make it your own, 249 White Marsh Road is a property worth seeing.

249 White Marsh Rd, Centreville

Listing courtesy of Real Broker, LLC. Contact:

$599,900
4 Beds ⋅ 3 Baths
Welcome to 108 Margaret Drive, a spacious and unique Kent Island home situated on a private, level lot and offering a flexible floor plan, incredible 4-car drive-through garage, seller-owned solar system, and easy access to the area's waterfront recreation and amenities. The main level features hardwood floors throughout and a spacious living room highlighted by a wood-burning stove. The kitchen offers granite countertops, an induction range, newer dishwasher and microwave, a large pantry, reverse osmosis water filtration system, and space for casual dining. A large screened porch provides additional space to relax, dine, or entertain while enjoying the outdoors. Three bedrooms and two full baths are also located on the main level, including the primary suite with its own private bath. The hall bath is filled with natural light from a skylight, while a convenient laundry/mudroom with a newer washer and access to both the garage and exterior adds to the home's functional layout. Upstairs, an expansive loft is joined by a separate room that can serve as a fourth bedroom, home office, bonus room, or additional flex space, along with another full bath and ample storage. This versatile upper level provides plenty of options for guests, working from home, recreation, hobbies, or whatever best fits your needs. The upper-level heat pump was replaced in August 2026. One of the property's most distinctive features is the oversized 4-car drive-through garage, with access from both the front and rear. There's exceptional room for vehicles, boats, recreational equipment, a workshop, hobbies, and storage, an especially valuable feature for enjoying the Kent Island lifestyle. Another major benefit is the seller-owned solar energy system, with no solar lease or loan for the buyer to assume. This is an all-electric home with no separate gas or heating-oil bill, and the sellers have paid just $9.75 per month for electricity for the past 24 consecutive months, which is Delmarva Power's minimum monthly service charge. The system has historically produced more electricity than the sellers use, providing significant savings on electricity costs while excess production has typically resulted in money back to the sellers annually through net metering. Solar production records and electric bill history are available for buyer review. Outside, the private, level .44-acre lot provides plenty of usable yard space for entertaining, recreation, pets, gardening, or simply enjoying the outdoors. The location puts some of Kent Island's best recreational amenities within easy reach, including Romancoke Pier and Park, Matapeake Beach, Pier and Boat Ramp, and Blue Heron Golf Course. With its 4-car drive-through garage, remarkably low historical electric bills, flexible 4-bedroom layout, main-level living, private .44-acre lot, and proximity to the water, 108 Margaret Drive offers a combination of features that is truly hard to find.

108 Margaret Dr, Stevensville

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

$435,000
3 Beds ⋅ 1 Baths
Beautifully renovated and move-in ready in the heart of Stevensville! This 3-bedroom, 1-bath rancher has been thoughtfully updated throughout, featuring brand-new LVP flooring, a completely renovated kitchen, updated bathroom, new fixtures, fresh paint, and modern finishes throughout. Enjoy the convenience of being just blocks from downtown Stevensville, with local shops, restaurants, schools, and parks nearby. The Cross Island Trail is just a short walk around the corner, offering miles of paved walking and biking trails across Kent Island, while the Chesapeake Bay Bridge is just minutes away for an easy commute to the western shore. Served by public water and sewer, this beautifully updated home combines modern finishes with a convenient Kent Island location. Nothing left to do but move in and enjoy!

126 State St, Stevensville

Listing courtesy of Samson Properties. Contact:

$542,500
3 Beds ⋅ 3 Baths
**OPEN HOUSE Saturday September 26th 11AM-1PM** There’s more here than meets the eye! This charming home may look like a classic rancher from the curb, but inside and out, it offers an impressive amount of flexibility. The main home features three bedrooms, two full bathrooms and an oversized family room overlooking the beautifully landscaped, fully fenced backyard with privacy fencing and a rear deck. But the real surprise is the separate studio-style bonus space with its own private entrance, full bathroom, stackable washer and dryer, refrigerator, cabinetry and countertop space. Whether you envision an in-law suite, work-from-home office, guest quarters or potential rental space, the possibilities are plenty. Outside, you’ll ALSO find a detached shed with concrete floors and electric, plus an extended driveway with double gates opening to an additional parking pad, perfect for a boat or camper. An encapsulated crawlspace and newer roof add extra peace of mind. Located in the community of Bay City, you’ll enjoy a neighborhood setting with water access, a playground with picnic area, PLUS just minutes from fine dining, restaurants, marinas, public parks, playgrounds and bike trails of Kent Island. Not to mention, easy access to the Chesapeake Bay Bridge or commuter bus stops.

404 Victoria Way, Stevensville

Listing courtesy of RE/MAX Executive. Contact:

$549,900
3 Beds ⋅ 2 Baths
Price improvement on this beautiful expanded Brick Front Rancher with upgrades galore. Owner has found their home of choice and is currently under contract. This beautiful home is professionally landscaped and situated on a 1+ acre level lot. Upgrades Include...New roof 5/22, New HVAC system 11/23, New Heat Pump located in the back Sunroom 11/23, New Water Heater 9/26, New Washer/Dryer 11/24 & New Stove 3/25. Please note; Septic System was pumped 4/28/26 and included a full service check of the system. This outstanding country rancher offers so many areas to entertain friends or just find a quiet spot to sit and enjoy the peaceful surroundings and wildlife. This home shows pride of ownership throughout the property. 2hr notice on showings is requested.

157 Greenwood Creek Rd, Queenstown

Listing courtesy of Cummings & Co. Realtors. Contact:

$485,000
3 Beds ⋅ 2 Baths
Open House: Saturday September 12th from 10:00am - 12:00pm One-Level Living in a Quiet Cul-de-Sac with Amazing Outdoor Space! Welcome to 226 Lakeside Drive, a beautifully maintained 3-bedroom, 2-full-bath Alton E Darling Construction - built home offering timeless charm, quality craftsmanship, and 1,914 sq. ft. of comfortable one-level living in the Springview community. Situated at the end of a quiet cul-de-sac, this home features beautiful hardwood floors, crown molding, two fireplaces, and custom built-ins. The dining room is filled with natural light and features a large picture window overlooking the beautifully landscaped backyard. The spacious sunroom offers the perfect spot to relax and enjoy views of the outdoors throughout the seasons. Outside, enjoy an impressive combination of deck, brick patio with pergola, fully fenced yard, and established landscaping—providing plenty of space for entertaining, gardening, or simply enjoying the peaceful setting. Recent improvements include professionally sanded and refinished hardwood floors and a freshly repainted deck. Additional features include a 2-car garage, paved driveway, and thoughtful accessibility features including entry ramps, a roll-in shower, and bathroom grab bars. Located in Springview, residents enjoy generous open community spaces while this home's cul-de-sac location offers added privacy and tranquility. With its classic charm, thoughtful features, and exceptional indoor and outdoor living spaces, 226 Lakeside Drive is a wonderful place to call home.

226 Lakeside Dr, Millington

Listing courtesy of Taylor Properties. Contact:

$415,000
3 Beds ⋅ 2 Baths
Grasonville - Property is zoned GVC, this gives you opportunity to own your own home and business. Well maintained property and home located on a corner lot with garage and extra storage sheds. Plenty of room for parking, open floor plan featuring 3 bedrooms 2 baths with luxury vinyl flooring with wonderful kitchen with upgraded commercial size refrigerator/freezer. The decks make it nice for outside entertaining with custom retractable awning and screen/shades.

101 King Store Rd, Grasonville

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

$512,000
3 Beds ⋅ 2 Baths
Welcome to 224 Wye Knot Court, a charming 3-bedroom, 2-bath home situated on a spacious lot in the peaceful Wye Knot Farms community. Step inside to a bright and inviting layout filled with natural light and comfortable, functional living spaces. This well-maintained home offers the perfect opportunity to enjoy the relaxed lifestyle of Maryland’s Eastern Shore. Wye Knot Farms is known for its quiet setting, generous lots, and welcoming neighborhood feel, while still providing convenient access to Route 50, shopping, dining, and the beautiful Wye River. Whether you’re purchasing your first home, looking to downsize, or simply searching for a little more space and tranquility, 224 Wye Knot Court is a must-see! Professional photographs coming soon!

224 Wye Knot Ct, Queenstown

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

$414,000
3 Beds ⋅ 2 Baths
**WHY LIVE IN A TOWN HOME WHEN YOU CAN GET A SINGLE-FAMILY HOME AT A TOWN HOME PRICE?**Newly Priced at $414,000!**Nestled in the charming Kent Island Estates, this delightful ranch-style home offers a perfect blend of comfort and convenience. With 1,344 square feet of thoughtfully designed living space, this residence features three spacious bedrooms and two full bathrooms, making it an ideal retreat for those seeking a serene lifestyle. Step inside to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas. The combination kitchen/dining space is perfect for gatherings, while the entry-level bedroom provides easy accessibility. Enjoy cozy evenings by the pellet stove, which adds warmth and ambiance to the living area. The home is adorned with Brand NEW ENERGY STAR qualified windows, ensuring energy efficiency and natural light throughout. The primary bath offers a private oasis, while the additional features, including ceiling fans and window treatments, enhance the overall comfort of the home. The main floor laundry adds to the convenience of daily living. The deck invites you to unwind and enjoy the fresh air, making it an ideal spot for morning coffee or evening relaxation. Crawl Space has been encapsulated. Kent Island Estates is not just about the home; it's about the lifestyle. Brand new Asphalt Driveway. Located just three blocks from the beautiful Eastern Bay, residents can enjoy easy access to water activities, whether it's kayaking, fishing, or simply soaking in the stunning views. The neighborhood is rich in amenities, with nearby shopping, dining, and recreational options that cater to a variety of interests. This home is more than just a property; it's a place where memories are made, and a community where you can truly feel at home. Embrace the opportunity to live in a vibrant area that offers both tranquility and convenience. Don't miss your chance to make this charming residence your own!

108 Oregon Rd, Stevensville

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

$335,000
3 Beds ⋅ 2 Baths
Lovingly restored rancher located on a a quiet street in sought after Chester Harbor. Generous sized corner lot, with beautiful landscaping and asphalt drive. Home had a complete renovation in 2020 inside and out and practically everything is new since then. Enter into an inviting and updated open floor plan that combines living and dining area, perfect for entertaining and large gatherings. Updated laminate plank floors throughout entire home with SS appliances and kitchen breakfast bar, plus separate dining area. Stackable laundry and half bath conveniently located just off dining area. The sun room, over looking the back garden makes a great sitting room, office, or flex space. Down the hall you'll find 3 good sized bedrooms, all with double closets, a good sized bathroom with modern vanity, laminate floors and tub shower. Outside is a gardener's oasis with mature specimen plantings, just waiting for you to make it your own!

217 Edmore Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$425,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully maintained `three-bedroom, two-bathroom home, built in 2021 and offering a like-new feeling. The thoughtfully designed interior features modern finishes throughout, including granite countertops, stainless steel appliances, tankless water heater, and the exterior features hardi-plank siding. Quality construction inside and out. This home is move-in ready and offers a perfect blend of modern comfort and small town living.

414 Church St, Sudlersville

Listing courtesy of Coldwell Banker Realty. Contact:

$1,200,000
6 Beds ⋅ 5 Baths
COMING SOON - Rare opportunity to own TWO homes, an impressive 4,800+ sq. ft. shop, additional pole barn, and 25+ acres—all just minutes from Route 301! The heated and insulated 120' x 40' shop is fully equipped for a mechanic, contractor, trucking operation, or other business use. It features two separate bays with an office, break room, and bathroom between them, plus additional loft storage. A 30' x 50' pole barn with electric and water offers even more possibilities and is ideal for horses, equipment, or agricultural use. Main Home – 2321 Millington Rd: Approximately 1,527 sq. ft. with 3 bedrooms and 2 baths. Features include hardwood floors, a spacious living area open to the dining room and kitchen, split-bedroom floor plan with private primary suite, laundry room, attached 2-car garage, front and rear covered porches, and hot tub. Neat as a pin and move-in ready! Guest House – 2327 Millington Rd: Approximately 1,142 sq. ft. with 3 bedrooms and 2 full baths, hardwood floors, open living and dining areas, rear covered porch, fenced area, and attached 1-car garage. Also in excellent condition! Whether you're looking for a small farm, trucking operation, contractor headquarters, mechanic's shop, multi-generational property, or simply room to spread out, this property offers an exceptional combination of residential, business, and agricultural possibilities. You couldn't source the land and recreate this collection of homes and buildings for less. A rare find and superb value for everything it has to offer—come see it! Updated exterior photos coming next week.

2321 Millington, Millington

Listing courtesy of Village Real Estate Company LLC. Contact:

$674,500
4 Beds ⋅ 3 Baths
Welcome to 478 Eagle Manor Drive in Church Hill — a home where thoughtful design, custom finishes, and attention to detail are evident at every turn. This 4-bedroom, 2.5-bath home is anything but ordinary. From its striking curb appeal and stained timber accents to the carefully selected finishes inside, this home offers a level of character and customization that truly sets it apart. Step through the front door and you'll immediately notice the details, including a beautiful Murano glass teardrop entry fixture from Italy, 3-panel interior doors, LVP flooring, custom lighting, architectural details, and carefully selected trim and finishes throughout. The main living area makes an impressive statement with a soaring vaulted ceiling, exposed wood beam, recessed lighting, custom built-in bookcases, ceiling fan, and gas fireplace. Architectural lines give the room character while a double sliding door opens directly to the covered outdoor living area, creating a natural flow for entertaining. The kitchen is a showstopper. Stylish white and navy cabinetry is paired with quartz countertops and an enormous center island with storage throughout. Nautical-inspired pendant lighting adds another custom touch. The kitchen also features a deep farmhouse workstation sink positioned beneath a window, coordinated Tiffany-style pendant lighting, built-in hutch, gas cooktop with commercial-style hood and crown molding, and Samsung Bespoke smart appliances with customizable panels. The multifunction microwave includes air-fry capabilities, while the convection/steam oven provides additional flexibility for serious home cooks. Just beyond the kitchen is an incredible scullery/pantry offering extensive cabinetry, quartz countertops, oversized shelving over the window, and lower cabinets with full pull-out shelves — providing exceptional storage while keeping the main kitchen uncluttered. The thoughtfully designed family entry and dream mudroom continue the theme with a barn door, built-in storage bench, and even lockable concealed storage. The adjoining laundry area provides ample cabinetry and shelving and leads directly into the primary walk-in closet — one of those thoughtful design features you'll quickly wonder how you ever lived without. The primary suite was designed as a retreat, featuring a tray ceiling, ceiling fan, built-in bedside reading sconces, generous walk-in closet, and barn-door entry to an unforgettable primary bath. The spa-inspired bath features a dramatic wet room with a blue clawfoot tub accented in gold, rain shower, niche, separate water closet, vanity, linen storage, and anti-fog backlit mirrors with touch controls. The additional bedrooms offer excellent closet space, including a walk-in closet in one bedroom, along with ceiling fan/fan provisions. The secondary bath incorporates a convenient Jack-and-Jill-style layout with a double vanity separated from the private toilet and tub/shower area with solid surround. Even the powder room receives special attention with custom towel and paper holders. And the living space doesn't stop indoors. Step through the double sliders to an impressive covered outdoor entertainment area featuring substantial wood beams, an oversized ceiling fan, gas fireplace, TV hookup, and a quartz-topped surface coordinated with the kitchen finishes. An expansive concrete patio provides additional room for grilling, entertaining, and even the possibility of a future hot tub. Strategically placed trees provide additional privacy, while the property backs to woods and community open space. Even the garage received the same attention to detail. It is trimmed and finished and includes an oversized glass pedestrian door, utility sink, attic storage, HVAC equipment, tankless water heater, well tank, and filtration system.

478 Eagle Manor Dr, Church Hill

Listing courtesy of CR Realty. Contact:

$405,000
3 Beds ⋅ 2 Baths
Welcome to 125 Forest Road in Grasonville! This beautifully fully remodeled home is move-in ready and offers modern updates throughout. The brand-new kitchen features fresh finishes and updated amenities, while the newly renovated bathrooms add style and functionality. Major improvements include a new HVAC system, new roof, new well, and refinished floors, providing both peace of mind and lasting value. Tucked away on a quiet cul-de-sac, this home offers a peaceful setting while remaining conveniently located near Route 50 for an easy commute and access to shopping, dining, and recreation. Located in a desirable area with access to good schools, this extensively updated home is an excellent opportunity for buyers looking for comfort, convenience, and a truly turn-key property.

125 Forest Rd, Grasonville

Listing courtesy of Homecoin.com. Contact:

$375,000
2 Beds ⋅ 2 Baths
Country living with NO HOA fees. The home boasts excellent curb appeal and sits on a one acre parcel. The public record reflects the main floor square footage of 1440 with the home originally built with three bedrooms. The homeowner had an addition built, increasing the total square footage to approximately 1540 square feet with a modification of two bedrooms. The listing reflects the home presently having two bedrooms; however, the home could easily be converted back to three bedrooms if needed.

224 Ewingtown Rd, Church Hill

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$299,900
3 Beds ⋅ 1 Baths
MOVE IN READY!! Charming 3 bedroom ranch home in the desirable water oriented community of Chester Harbor. This recently updated home offers a wonderful blend of modern comfort, convenience and peaceful surroundings. The home features a carefully updated galley kitchen with beautiful custom countertops, soft close cabinets and stainless steel appliances. The home also offers a reverse-osmosis water system in the kitchen. Numerous updates have been completed recently, including new LVP flooring, carpet, light fixtures, a new roof in 2020, new windows in 2021, new exterior and entry doors in 2023. Perfect location for dog lovers with a recently added split-rail fence enclosing the backyard. Walking distance to Round Top Park and minutes from Downtown Chestertown where you can enjoy local restaurants, shops, waterfront attractions, the dog park and the popular farmers market every Saturday! Don't miss this opportunity to make this wonderful property your new home!

124 Wilton Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact: