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$695,000
4 Beds 3 Baths
ABSOLUTELY A MUST-SEE! This stunning custom built home shows like a model and truly checks all the boxes! Showcasing outstanding craftsmanship, thoughtful design, and high-end finishes throughout, every detail has been carefully curated to create a home that is both elegant and inviting. It offers exceptional space, and the feel of a brand new home, just 2 years young and located in a newly developed community. Spanning over 2,400+ square feet on a 1-acre lot, this impressive home features 4 bedrooms and 3 full bathrooms with a crafted open layout. Step through the beautiful foyer with its impressive 8 ft wood entry door and into the designer gourmet kitchen, featuring a large island, sleek quartz countertops, stainless steel appliances, propane cooktop, wall oven, and gorgeous lighting. The kitchen also offers under cabinet lighting and a custom pantry with a cubby area, perfect for keeping shoes, coats, jackets, and hats organized. The kitchen and dining area seamlessly adjoin the inviting living room, featuring a cozy fireplace and elegant 8-foot French doors that flood the space with natural light while creating a seamless connection to the outdoors. It’s the perfect setting for both everyday living and entertaining. The first floor also offers a bedroom with a full bathroom, currently being used as an office, providing flexibility for work from home needs. Upstairs you'll be impressed by the abundance of space. The spacious primary suite features a beautiful en-suite bathroom with a double vanity and tiled walk-in shower. Two additional bedrooms and a full bathroom provide plenty of room for your family/or guests. And there's more!!! A large family/game room provides the perfect bonus space for movie nights, game days, hobbies, or simply spreading out and relaxing. Outside, enjoy both a welcoming front porch and spacious back porch, along with a paver patio area perfect for a fire pit, outdoor dining or just relaxing. The lush landscaping adds to the home's curb appeal, while a row of cypress trees lines the property and will provide beautiful privacy as they mature. Additional highlights include high ceilings, upscale lighting, LVP flooring and ceramic tile flooring. The home features an abundance of storage area throughout for organization. For ultimate convenience, the second floor laundry room comes fully equipped with a handy folding table and a hanging clothes rack. Rounding out this impressive property is an attached side entry garage that enhances the home's exterior profile. This home has it all, space, style, upgrades, privacy, and an incredible layout. Just a few miles from picturesque historic Chestertown and Centreville, easy commute to Easton, Annapolis and MD/DE beaches! Come enjoy the Eastern Shore -fishing, crabbing piers, playgrounds, bike/walking trails, parks and so much more! Don't delay!! Come see this beauty before someone else gets the opportunity to call it home. You will want this one to be yours!

458 Eagle Manor Dr, Church Hill

Listing courtesy of Clark & Co Realty, LLC. Contact: 410-490-2183

$599,964
4 Beds 3 Baths
New Home on a Full Acre in Desirable Condor Manor! Welcome to this beautifully built, move-in ready home nestled on a spacious one-acre lot in Church Hill's sought-after Condor Manor community. Offering 2,016 square feet of thoughtfully designed living space, this two-story home features 4 bedrooms, 2.5 baths, and modern finishes throughout. Step inside to an open and inviting first floor showcasing durable luxury vinyl plank flooring, perfect for everyday living and entertaining. The stylish kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, and quality 42" American Woodmark cabinetry. Two generous living areas and a dining space provide flexibility for gatherings, relaxing evenings, or working from home, all while enjoying peaceful backyard views. Upstairs, upgraded wall-to-wall carpeting creates a warm and comfortable retreat. The spacious primary suite includes a walk-in closet and private bath, while three additional bedrooms and a full hall bath offer plenty of space for family, guests, or hobbies. Designed with both convenience and efficiency in mind, the home includes a two-car garage pre-wired for electric vehicle charging, a large driveway with ample parking, and energy-saving features throughout. Enhanced insulation, Low-E windows and doors, energy-efficient mechanical systems, and a conditioned crawl space help keep utility costs low year-round. Outside, enjoy your morning coffee on the charming covered front porch or host summer cookouts on the 12' x 16' rear deck overlooking the expansive backyard. With a full acre of land, there's plenty of room for recreation, gardening, pets, future outdoor projects, or simply enjoying the privacy and open space. Located in the welcoming Condor Manor community just outside the town of Church Hill, you'll appreciate the peaceful setting while remaining conveniently close to Routes 213 and 301 for an easy commute. Why wait for new construction when this brand-new home is complete and ready for you today? Schedule your private tour and discover everything this exceptional property has to offer! NOTE: at the time of listing, the calculated taxes only reflect those assessed on the property, not on the newly built home (improvements) on the property.

334 Eagle Manor Dr, Church Hill

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

$375,000
3 Beds 1 Baths
Charming 3-Bedroom Rancher on a Spacious Double Lot Welcome home to this charming 3-bedroom, 1-bath rancher offering comfortable one-level living with plenty of space to make your own. Situated on a desirable double lot, this property features a spacious backyard with lots of room to play, relax, garden, or entertain family and friends. Inside, you’ll find beautiful hardwood floors throughout, a separate dining room, and a nice-sized kitchen with plenty of potential. A bonus space provides an opportunity to create whatever suits your needs—whether it’s a home office, hobby room, playroom, or additional living space. Seller has replaced the roof gutters and down spouts in addition the seller encapsulated the crawl space. Located in a wonderful community with an array of amenities, including a community pool, beach, boat launch, and more. A community marina is also available for a separate fee, making this an ideal location for those who enjoy spending time on the water. Conveniently located with an easy commute to the Bay Bridge, shopping, dining, and other everyday conveniences. This is a wonderful opportunity to own a home with a great yard, desirable community amenities, and plenty of potential—all at a reasonable price. Don’t miss your chance to make this home your own!

719 Old Love Point Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$689,000
3 Beds 2 Baths
Get ready to be wowed!!! This home has undergone an extensive renovation over the last 5 years. The owners have poured so much love into this home, and it shows. On the interior one of the big standouts is the gourmet kitchen that will surely be the heart of the house. From the granite counters to the 10x4 quartz center island with seating and a built in beverage fridge, to the cozy built in window seating. The living area offers a great pellet stove for those chilly winter nights. Two bedrooms off the living area share a beautifully updated hall bath. The second sitting area is the family room that has a custom pine ceiling and direct access to your Trex deck to enjoy your morning coffee. But wait till you see the primary bedroom with a built in electric fireplace to cozy up too! Cold feet in the mornings no more with the heated primary bath floor, gorgeous shower with rainfall shower head and dual vanities. The exterior of this home is just as amazing as the interior. Get ready all you motorheads for this 30x46 outbuilding with 12 ft ceiling, 200-amp electric service, 2 automatic garage doors, a 18x10 bump out and a craft room for an added bonus! But wait there's more! The above ground pool was just purchased in 2022, with extensive decking for lounging about, or maybe an afternoon cocktail at your own tiki bar. Tired of having to purchase new plants every season well now you can safely store them over the winter in your own 10x12 greenhouse. The backyard even offers a great firepit area for those chilly evenings. Don't take my word for it come and experience all this property has to offer for yourself, you won't be disappointed!

2702 Harrington Rd, Chester

Listing courtesy of Rosendale Realty. Contact: 4107580333

$1,250,000
3 Beds 3 Baths
Tucked between the tranquil waters of Long Creek and Shipping Creek, this approximately 2,100 square-foot waterfront retreat offers a rare blend of mid-century charm and modern comfort. With three bedrooms and three full bathrooms, there's plenty of space to live, relax, and host with ease. Originally built in 1977 and thoughtfully renovated in 2019, the home showcases timeless mid-century design — clean lines, an inviting flow, and character you can't replicate in new construction. A brand-new well pump (2025) adds peace of mind, ensuring reliable, efficient water service for years to come. The primary bedroom offers a true private retreat, while the additional bedrooms and full baths provide comfort and flexibility for family or guests. Throughout the home, updated finishes and smart design touches create a space that feels both stylish and easy to live in. Step outside and the real magic begins: your own private dock on Long Creek, complete with a recently updated bulkhead — giving you worry-free waterfront access with a mean depth of approximately 6 feet, ideal for kayaking, paddleboarding, fishing, or simply pulling up the boat after a day on the water. Enjoy the birds, sea life and mature landscaping from morning to night! This is more than a house — it's a lifestyle. Mid-century character, recent upgrades, and an unbeatable waterfront setting come together to create a truly special place to call home.

408 Butlers Lndg, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$2,888,000
5 Beds 8 Baths
Finally Finished***From March 2026 until August 2026 the home went through its final finishing touch stages. There have been recent upgrades including water and electric to the pier and upgraded wide planked hardwood flooring throughout.***Designed by YSA Homes and Simply Wesley Interior Design of Annapolis, this extraordinary brand-new modern coastal farmhouse style smart-home offers over 6,148 square feet of thoughtfully designed living space, where every tile throughout the home was handpicked and expertly curated using top-of-the-line luxury selections. The kitchen is outfitted with premium, top-tier appliances including Wolf, creating a seamless blend of elevated craftsmanship, timeless design, and modern functionality at every turn. The property is permitted for a pool to be built. This stunning residence features five oversized bedrooms, each with their own expansive en suite bathrooms, and three of the five have waterfront bay views. Totals include six full bathrooms, two half bathrooms, five gigantic bedrooms, 2 car oversized attached garage with rear entry door. An owner’s suite on the main level (with huge custom closet) provides everyday convenience, while the second level includes an additional  owner’s suite with a massive custom walk-in closet, ideal for multi-generational living or extended guest stays. Upon entering the home, you are welcomed into an open-concept main level where the kitchen flows seamlessly into the dining and living areas, creating an ideal setting for entertaining and everyday living. The living room is anchored by a striking wireless water vapor fireplace, offering modern ambiance without heat or emissions. A main-level half bath adds convenience, while the primary suite features a spa-inspired oversized bathroom with a soaking tub, a large European-style walk-in shower, and exquisite designer finishes throughout. The second level impresses with a spacious great room, complete with a wet bar and an additional half bath, opening to a large upper-level deck designed for optimal water views and entertaining. Four generously sized en suite bedrooms are located on this level, two of which showcase stunning water views through oversized windows, filling the space with natural light. The lower level offers exceptional flexibility, featuring a walk-out basement with exterior sliding doors, a full bathroom, a dedicated laundry room, and ample space for a game room, den, home gym, or additional living areas. Ask the listing agent about available improvement and build-out options for the basement. Outdoor living continues on the main-level patio, with the option to expand or customize to suit your vision. ***The home features a brand new pier and a brand new well. Ask agent about shutter options. Washer- dryers on 2nd level and in basement (2 sets). Ask agent for 6th bedroom option to be included. Located on sought-after Kent Island, this home offers access to a true Chesapeake Bay lifestyle just approximately 20 minutes from historic downtown Annapolis. Nearby waterfront parks, marinas, beaches, and miles of scenic walking and biking trails along the Cross Island Trail. Golf enthusiasts will appreciate proximity to Blue Heron Golf Course with membership options available, as well as the nationally recognized Queenstown Harbor Golf Links featuring two championship courses. Residents can easily enjoy all that downtown Annapolis has to offer, including boutique shopping, waterfront dining, sailing culture, festivals, and the charm of the historic district and U.S. Naval Academy. Just minutes away, **Queenstown Premium Outlets. Kent Island is also home to waterfront dining, local crab houses, and Love Point Vineyards, while Terrapin Nature Park and Matapeake Beach offer stunning Chesapeake Bay views. Conveniently positioned for commuting to Baltimore and Washington, D.C., this location blends coastal living with everyday accessibility. This is not just a home, this is a coastal lifestyle.

414 Bay Dr, Stevensville

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033

$1,675,000
3 Beds 4 Baths
105 Night Heron is a substantially expanded and renovated home offering more than 4400 square feet of finished living space plus an additional 850 square feet of finished, conditioned, multi-purpose garage space. The property features expansive water views and numerous high end finishes including custom Omega cabinetry, granite and black walnut countertops, extensive built-ins, premium Miele, Viking and Sharp appliances, hardwood and limestone flooring, Kohler fixtures, a custom coffered bar-room ceiling, a 500-bottle wine storage room, and extensive recess lighting. The main floor boasts a dream kitchen with breakfast area and fireplace and a formal dining room off the foyer with designer lighting that is included in the sale. A bar and billiards room has custom cabinetry, a pool table and seating area with fireplace, and views of Eastern Bay. Also on this floor is a formal living room with fireplace, a home office with Bay views, and a large mud-laundry room with adjoining powder room. The large primary suite has 3 closets in the bedroom area as well as a walk in closet and dressing room with custom cabinetry and natural light. The large primary bath has custom cabinetry with lots of storage, a separate tub and shower, dual sinks, limestone floors and a separate water closet. The second floor loft opens to two more bedrooms and a shared bath. One of the bedrooms leads to a veranda with stone fireplace and sweeping views of Eastern Bay. Appliances include a Miele refrigerator and freezer, Viking gas range, dishwasher, microwave, warming drawer, beverage and wine coolers, washer and dryer, garage refrigerator and beverage station and a Napoleon outdoor grill. Televisions and sound bars located in the bar area, club room, second floor loft and kitchen are included in the sale. The garage includes two Lift Master garage door openers, two SunPro motorized screens and RaceDeck flooring. Cove Creek Club is situated on 334 acres of large home sites with beautiful landscaping and views of Eastern Bay. Amenities include a USGA rated golf course, a private marina with direct access to Eastern Bay, boat ramp and storage yard, a private sandy beach, tennis, basketball and bocce ball courts, a club house and event facility, pro shop, walking and biking trails, and an exercise facility. It is conveniently located to Annapolis, Baltimore, Washington DC and Philadelphia.

105 Night Heron Ct, Stevensville

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

$445,000
4 Beds 2 Baths
Lovely historic home in the heart of downtown Centreville. Walking distance to all the town has to offer. This home boasts so many wonderful features, from the private but yet easy to maintain backyard to the tranquil enclosed porch perfect for all 4 seasons. During the holidays enjoy watching the Centreville Holiday Parade right from the comfort of your front porch, everyone will want an invite to enjoy that! The main level is made just right for easy flow from room to room or close them off and enjoy comfort in the back of house with the flow from kitchen to porch for entertaining. The 2nd floor has 3 bedrooms and a fabulous full bath with your choice, soak the day away in your clawfoot tub or a quick easy shower in the separate enclosed shower. There is a separate HVAC that services this floor and the 3rd floor. The 3rd floor is perfect for teens or a hobby room, with a sleeping cove and plenty of room to spread out this will soon be a favorite room to escape to! Plus, there's additional storage on the 3rd floor. Seller added 3 mini splits to the 1st floor in 2025, as well as leaf lifters to the gutters that come with a lifetime warranty. The trim and shutters have been freshly painted as well. Check this beauty out today!

126 S Commerce St, Centreville

Listing courtesy of Rosendale Realty. Contact: 4107580333

$799,000
3 Beds 3 Baths
Welcome to 136 Nauset Lane, an upgraded Lille model in Four Seasons at Kent Island, a premier 55+ resort-style community. Situated on a corner lot, this Coastal Traditional home offers the ease of main-level living, flexible space for guests and an impressive list of thoughtful upgrades already in place. LVP flooring flows throughout the main level, where a private office with custom California Closets built-ins provides a dedicated work or hobby space. The open-concept kitchen and family room create an inviting heart of the home, complemented by a light-filled sunroom. The kitchen features a generous island, Café/Monogram stainless steel appliances, built-in microwave, pantry, dry bar and cabinetry with double pull-out shelving. The refrigerator was replaced in 2026. Just beyond the sunroom, a screened porch with a ceiling fan opens to a beautiful paver patio with a remote-controlled electric awning, creating multiple spaces to relax, entertain and enjoy the outdoors. The spacious main-level primary suite features a large walk-in closet professionally designed by California Closets. The primary bath offers a walk-in shower, private water closet, linen closet and additional cabinetry for storage. A second bedroom and full bath are also conveniently located on the main level. Upstairs, a third bedroom, full bath and sitting area provide a private and comfortable space for overnight guests. Thoughtful upgrades continue throughout the home with ceiling fans in all three bedrooms and the family room, a California Closets-designed coat closet, central vacuum, Ethernet connections in most rooms, whole-house Wi-Fi distribution, security system, smart thermostat, remote-access garage door, Speed Queen washer and dryer and EV charging in the garage. The lawn irrigation system draws water from the community pond, with seasonal winterization handled by the HOA. Then there is the Four Seasons lifestyle. At the center of the community is the impressive 24,000-square-foot waterfront Chester House clubhouse, complemented by indoor and outdoor resort-style pools, spa, modern fitness center, yoga room, pickleball and tennis courts, bocce ball, walking paths and an outdoor amphitheater. Enjoy the beach area with fire pits, or head to the 450-foot fishing pier and kayak launch to get out on the water. A full-time lifestyle director keeps the social calendar active with activities and events throughout the year. It’s resort-style living designed to be enjoyed every day. With very few new homes remaining in the community, why wait months for new construction? 136 Nauset Lane is move-in ready with an extensive list of upgrades already completed, offering the opportunity to start enjoying the Four Seasons at Kent Island lifestyle now.

136 Nauset Ln, Chester

Listing courtesy of RE/MAX One. Contact: 4102244400

$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:

$499,900
3 Beds 2 Baths
Coming Soon to Symphony Village at Centreville, the completed 55+ Active Adult Community in Queen Anne's County MD. This beautiful 3 bedroom, 2 full bath, Shubert model home has everything you want in one level living. Resting on a premium lot backing to the community clubhouse, pavilion, pickleball/tennis courts, putting green and pools, you won't have to go far to enjoy all the amenities Symphony Village has to offer. When you enter the home, you'll notice the beautiful hardwood flooring leading you past the front office/3rd bedroom, 2nd bedroom and full bath. To the right you'll find the laundry room, entrance to the garage and finished sky basement with heat and cooling vents for yearly comfort. Moving through, the dining room is to your left and a quiet, sitting room is located on the right. Directly in front of you you'll find the bright and open family room, kitchen, and breakfast nook all with views of the fireplace on the feature wall and the beautifully landscaped common areas of the community. But you haven't seen the best of this home until you tour the large master suite, master bath and his and her walk-in closets. We surely don't want you to miss the rear screened paver patio on the rear of the home where you'll enjoy plenty of relaxation.

114 Sonata Way, Centreville

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$974,000
5 Beds 3 Baths
Welcome to this beautiful custom home overlooking the 10th green in Prospect Bay. Set on a one-acre lot, this spacious home offers over 3,000 square feet with 4-5 bedrooms and a comfortable, flexible floor plan. A dramatic two-story foyer welcomes you inside, where tray and vaulted ceilings add character throughout. The bright kitchen features abundant cabinetry, a center island, pantry, and sunny morning room, along with a separate dining room. Open to the kitchen, the family room offers bamboo flooring, a gas fireplace, custom built-ins, and access to the large deck overlooking the backyard and golf course. The spacious primary suite includes a large walk-in closet and private bath with soaking tub, dual vanities, and walk-in shower. Additional bedrooms provide plenty of flexibility for family, guests, or a home office, including a convenient main-level bedroom. Enjoy peaceful golf course views from the large deck or gather with family and friends in the screened gazebo—an ideal spot for a summer crab feast. Additional features include a three-car garage, oversized parking pad, main-level heat pump replaced in 2021, and crawl space encapsulated in 2025. Prospect Bay residents enjoy an 18-hole championship golf course, clubhouse restaurant, swimming pool, tennis and pickleball courts, boat ramp, pro shop, and an active social calendar. Conveniently located on Maryland’s Eastern Shore just minutes from the Chesapeake Bay Bridge, this home offers a wonderful combination of comfortable living, golf, boating, and Eastern Shore lifestyle.

14 Fairway Is, Grasonville

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

$325,000
4 Beds 1 Baths
WOW! Check out this AMAZING remodel! This ranch home went from zero to hero in no time! It's a 4-bedroom, 1 bath home in Millington, MD with easy access to Rte. 301 for any daily commute! Home sits on a half-acre of property with a huge side yard for any new buildings or storage needs. Updates include a completely new kitchen with stainless steel appliances and quartz countertops, new wood style LPV flooring, new HVAC, metal roof, front porch, back deck, new ceiling fans, recessed lights, newer septic, newer well pump and newer bladder tank. This place shines beautifully! Make your appointment today and see all that this home has to offer. Call Lori for your private tour! Showings start Friday 8/14/26!

210 Groff Rd, Millington

Listing courtesy of RE/MAX Chesapeake. Contact:

$545,000
3 Beds 2 Baths
Open House, Saturday, 9/22, 11:00am - 1:00pm. Welcome to 639 Poplar School Road, Centreville, where beautifully updated, move-in ready living meets the peace and privacy of a picturesque country setting - all just 20 minutes from the Chesapeake Bay Bridge. Lovingly maintained by the same owner for the past 26 years, this 3-bedroom, 2-full-bath home is situated on a beautifully landscaped 1-acre lot surrounded by mature trees. Step inside to a freshly and professionally painted interior filled with thoughtful updates and quality craftsmanship. The kitchen and bathrooms feature granite countertops and custom cabinetry, while additional improvements include replacement windows (2018), four new storm doors, updated lighting and ceiling fans, a 3-year-old heat pump, 1-year-old water heater, and a high-end water treatment and softener system. The spacious primary suite is highlighted by a beautifully designed custom Amish-built walk-in closet system, providing exceptional storage and organization. Looking for even more space? The upper level features a finished office/den, while the remaining unfinished area offers exciting potential for additional living space - whether you envision more bedrooms, a recreation room, home gym, or hobby space. Outdoor living is equally impressive. Relax on the inviting screened porch, entertain on the expansive paver patio, or enjoy the fenced area surrounded by a classic white picket fence—perfect for children and pets. Beyond the patio, the expansive yard offers plenty of room to garden, play, entertain, or simply enjoy the peaceful Eastern Shore setting. The finished side-entry two-car garage features epoxy flooring and built-in shelving, providing excellent storage and workspace. For even more versatility, the impressive 29' x 28' Amish-built pole barn features electricity and is pre-plumbed, making it ideal for a workshop, hobbies, equipment, recreational vehicles, or additional storage. Beautifully updated, meticulously maintained, and offering acreage, exceptional outdoor living, abundant storage, and room to grow, 639 Poplar School Road delivers the country lifestyle you've been looking for without sacrificing convenience.

639 Poplar School Rd, Centreville

Listing courtesy of Compass. Contact: (410) 429-7425

$619,900
5 Beds 3 Baths
New Construction, Ready September, this new home features 4 bedrooms, 2.5 bathrooms, and the builder’s highly sought-after 3rd Floor Sky-Basement. This home combines comfort, style, and versatility. The main level boasts an open floor plan with luxury vinyl plank flooring and crown molding throughout. A flex room off the foyer is ideal for a home office or formal living area. The gourmet kitchen features granite countertops, white shaker cabinets, stainless steel appliances, and a large breakfast bar, seamlessly connecting to a bright and airy sunroom—perfect for casual dining and entertaining. The spacious family room offers a cozy retreat for relaxing evenings. A stylish mudroom with a barn door and built-in bench leads to the attached 2-car garage. Upstairs, the owner’s suite includes a spacious walk-in closet and a spa-inspired bath with double vanities. Three additional bedrooms and a full hall bath offer plenty of room for family or guests. The third-floor Sky-Basement is fully finished with its own HVAC system—ideal for a rec room, gym, media space, or extra storage. Located in a quiet, neighbor-friendly community with convenient access to commuter routes, including US-50, this home is a perfect blend of luxury and accessibility. Sales price reflects builder promotion with the use of a preferred lender and title company. See the sales agent for details. Photos are for illustrative purposes and may show optional features. Home is under construction.

157 Fawn Ln, Grasonville

Listing courtesy of Island Realty, LLC. Contact:

$575,000
4 Beds 4 Baths
Welcome to 624 Davol Road, a beautifully updated 4-bedroom, 3.5-bath home offering nearly 2,500 square feet in the sought-after Cloverfields community. Recent 2026 improvements include updated flooring, a renovated kitchen, new lighting and a new roof, creating a fresh, move-in-ready feel throughout. Outside, you’ll appreciate the garage, large parking pad and fenced backyard with plenty of space to relax, entertain or play. Cloverfields offers an incredible Eastern Shore lifestyle with a community pool, private beach, playgrounds and marina with boat slips available for rent when offered. Conveniently located just off the first exit over the Bay Bridge, the home provides easy access to nearby trails, shopping, dining and everything Kent Island has to offer. Coming soon — stay tuned for your opportunity to see this spacious, updated Cloverfields home!

624 Davol Rd, Stevensville

Listing courtesy of Samson Properties. Contact: 7033788810

$899,000
3 Beds 2 Baths
Bring your water toys and move right in! Located on the Chester River, this beautifully remodeled water front home is ready for a quick sale so you can enjoy the rest of the prime season! Private pier with 10k lb boat lift and 2 jet ski lifts, built in 2021. Open deck with spectacular views of the sunsets! Inside the home has been upgraded with all new hard surface flooring and neutral decor. A modern kitchen with SS appliances including gas stove, painted wood cabinetry, quartz countertop with bar and pantry. Open concept floor plan with water views from all rooms in the rear. Large dining area opens to the living area with gas fireplace. Sliders are on the entire back of the home offering so much light and breathtaking water views. The one level living is so convenient with 3 bedrooms and 2 full baths. Down the hall from the main living areas are 2 generous bedrooms and a full bath. A separate laundry room featuring a full size washer and dryer, tankless gas water heater and well equipment is tucked away. New well dug 2022 with new pump installed same time. To complete the one level living is an primary en suite offering a walk in closet with built ins and a full bath with double vanities, shower with glass enclosure and linen closet. An added bonus of a detached carriage house with a 20x13 club room with it's own heat and air system. The crawlspace under the main house was encapsulated in 2021 and has a dehumidifier for air quality control. Plenty of parking on the concrete driveway. Vinyl mini shed. Mature landscaping with flowering bushes. This community is so convenient, just minutes to Rt 50, downtown Grasonville, halfway between Stevensville and Queenstown. If you are looking for water front home with a great place for your boat, look no further.

942 Chester River Dr, Grasonville

Listing courtesy of Maryland Real Estate Network. Contact: (240) 456-0016

$1,500,000
4 Beds 3 Baths
Spectacular Waterfront Retreat on almost 7 Acres in Exclusive Bennett Point! Welcome to your private paradise on the shores of serene Greenwood Creek! This extraordinary waterfront estate offers almost 7 acres of pure tranquility and luxury, surrounded by water on two sides for a true feeling of seclusion and peace. Your deep-water private pier is a boater’s dream — complete with 3 boat lifts and 2 jet-ski lifts ($150k value just in lifts alone)— perfect for crabbing, fishing, or setting out for a sunset cruise. The home’s Royal Blue Terracotta roof and accents make a bold architectural statement, while the full wrap-around deck ensures you’ll never miss a moment of the breathtaking waterfront views. Step inside and be transported to a stunning waterfront chalet (2x6 construction), where soaring ceilings, skylights, and warm wood accents create a cozy yet grand, open atmosphere. The nearly 3,000 sq. ft. of living space includes a magnificent 35’ x 17’ great room anchored by a floor-to-ceiling stacked-stone fireplace with a wood stove—powerful enough to heat the entire home! The open-concept of the great room, dining and kitchen areas make entertaining a joy. Kitchen features custom cabinetry, granite countertops, a beverage fridge, island, and ample dining space—flowing seamlessly to the screened porch and wrap-around decking. This home also enjoys over 2 thousand ft of heating tubes under the floor for warm-radiant heating you won't find anywhere else! The main level offers 3 spacious bedrooms, 2 full baths, and convenient laundry and storage areas. Upstairs, the cozy loft-style family room with skylights overlooks the great room and leads to a luxurious 25’ x 23’ primary suite, complete with a spa-inspired bath featuring dual sinks, a whirlpool tub, separate shower, and skylights that fill the space with natural light. Every inch of this home was designed to celebrate waterfront living at its finest—a place where comfort meets adventure, and every day feels like a getaway. 🌅 Don’t wait—this rare Bennett Point gem won’t last long!

2006 Bennett Point Rd, Queenstown

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$459,000
3 Beds 2 Baths
Location, Location, Location! This GVC zoned property offers multiple possibilities to both investors and businesses located across from Grasonville Post Office. Perfect for anyone looking to expand their business in a growing area or investor looking for a great multiuse rental property. This corner property features 1000 sf storefront with additional warehouse, loading dock and storage containers, remolded 2nd floor 2 bedroom/ 1 full bath with deck and sunroom. Recent renovations include new roof and skylights, siding, new upper level and warehouse windows, new kitchen, new bath with tiled floor/shower bath and walls and flooring throughout 2nd floor apartment. Rare find with possible owner financing to qualifying Buyers.

4300 Main, Grasonville

Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937

$649,500
4 Beds 3 Baths
LIKE NEW HOME located in the Romancoke on the Bay community featuring 4 bedrooms, 2.5 baths & 2-car side-entry garage situated on a 0.67 acre lot backing to TREES. Walking up to the home the Walk is Stamped Concrete which leads to the Stamped Concrete COVERED Front Porch & Upgraded Front Door. Upon Entering the Home the MAIN Level Features: Primary Bedroom w/ large walk in closet & En-suite Bath w/ Tiled Stall Shower & oversized White Vanity * Luxury vinyl plank flooring throughout the Foyer, Kitchen, Dining & Family Rooms * Gourmet Kitchen w/ White soft-close cabinets, Stainless Appliances, MARBLE countertops & step up counter overlooking Spacious Family Room complete w/ Propane Fireplace * Laundry Room w/ Washer/Dryer included + additional cabinetry w/ Marble countertops * Separate Dining Room w/ pass- thru to Kitchen * Upgraded baseboards & Handrails * Slider off Family Room to 16x20 Stamped Concrete Patio. Upstairs you'll find 3 Spacious bedrooms, all w/ AMPLE Closet space, Additional linen closets in the Hallway & Full Bath w/ Luxury Vinyl Floors, White Vanity & Tub/Shower. Boasting just over 2100sq ft, this home has Elegant features & is Waiting for YOU to Call it HOME! Recent Improvements include: Paved Asphalt Driveway, Kohler Whole House Generator, OWNED 250 gallon Propane Tank, Direct Propane Connection for 2 Grills on the Patio, Gutter Guard system, Custom Hunter Douglas Blinds Throughout the Home, Whole House Water Filtration System + RO system at Kitchen Sink & Exterior Landscaping! Lot has been expanded in size since the original sale providing potential for Pole Barn or other uses! County has approved Olive Branch Rd for paving to be completed approx. Q4 2026/Q1 2027. Home can possibly become active sooner with suitable rent back option for sellers.

136 Olive Branch Rd, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005

$749,000
3 Beds 2 Baths
Welcome to your own private Eastern Shore retreat! Nestled on approximately 17.6 picturesque acres, this charming property offers the perfect blend of peaceful country living and everyday convenience. The home features comfortable one-level living with spacious gathering areas, a cozy wood stove, and beautiful views of the surrounding countryside. Whether you’re looking for room to garden, hunt, farm, enjoy outdoor recreation, or simply relax and take in the tranquility, this property provides endless possibilities. The expansive acreage offers privacy, open space, and the opportunity to create the lifestyle you’ve been dreaming of while still being just a short drive to shopping, dining, and major commuter routes.

1520 John Brown Rd, Queenstown

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535

$924,000
3 Beds 3 Baths
Welcome to 214 Bayberry at Four Seasons on Kent Island. Step into refined elegance and low-maintenance, luxury main-level living with this stunning Killarney model. This single family home with 10 foot ceilings blends style, comfort, and functionality, in Kent Island's premier 55+ resort-style community. Enjoy the convenience of a thoughtfully designed main level home featuring a spacious primary suite, guest bedroom, and a private home office - perfect for working from home or hosting visitors in a den setting. The Gourmet Kitchen is special, boasting upgraded appliances, expansive quartz counter tops, custom cabinetry, double wall ovens, stainless steel refrigerator with French doors, and a large island ideal for entertaining. Your primary suite includes a spa style bathroom complete with walk-in shower. The upper level of the home offers an and additional bedroom, and a second family room. Don't miss the full walk in storage area above the garage that is partially finished. More storage is available in the oversized fully finished two car garage with room for a third car or golf cart. Off the dining area is a screened-in porch and paver patio with a fire pit and out door built in grilling area. Backing to the pond, no houses behind you and views of the fountain is what makes this truly an exceptional lot and setting. The community run irrigation system Is an added bonus to this community. You will certainly enjoy the 24,000 square foot Clubhouse located directly on the Chester River. Fantastic amenities include an outdoor infinity pool, indoor pool with on-duty lifeguard, fitness center, library, game room, gas and wood burning fire pits, Tiki bar equipped with refrigerators, sinks and television monitors, pier with transient boat slips, walking paths that link to the Cross Island Trail, pickle ball & tennis courts, bocce, dog park, and an outdoor amphitheater for live music and movie nights. The community lifestyle director will keep you busy with daily activities such as yoga and an assortment of clubs including biking, billiards, book club, baking, mahjong, environmental club, trivia night and more. This development is an unrivaled, amenity-filled, resort-style experience.

214 Bayberry Dr, Chester

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