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214 Bayberry Dr, Chester
$874,000
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:

128 Lynch Ct, Church Hill
$869,000
4 Beds ⋅ 4 Baths
Welcome to 128 Lynch Court in the Brand New Starfield Farms Community. To be built with estimated completion Spring 2027 by the reputable craftsmanship of Mike's Custom Homes. This stunning 4 bedroom, 3.5 bathroom residence offers 3400 square feet of thoughtfully designed living space, with an additional 1700 sq feet of unfinished walkout basement, on a 1.4 acre lot. Get in now and customize your selections. Build your dream home with Mike's Custom Homes! Nestled in a serene setting with spacious lots, high-quality craftsmanship, and modern finishes, these homes offer the best of Eastern Shore living. Don’t miss this opportunity to build in a prime location with easy access to local amenities, schools, and major routes. Secure your lot today—contact us for more details! *Photos are of a previously sold model and may feature options that are upgrades.

128 Lynch Ct, Church Hill

Listing courtesy of Coldwell Banker Realty. Contact:

121 Eareckson Ln, Stevensville
$850,000
4 Beds ⋅ 3 Baths
Nestled within the serene enclave of Goose Point Estates, this exquisite one level living home offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. This residence boasts a modern aesthetic while retaining its timeless charm. Step inside to discover a spacious 2,141 square feet of meticulously designed living space. The interior features a warm palette complemented by rich hardwood flooring and plush carpeting, creating an inviting atmosphere throughout. Crown moldings and chair railings add a touch of elegance, while recessed lighting and skylights bathe the space in natural light. The heart of the home is undoubtedly the gourmet kitchen, equipped with upgraded countertops and ample table space for casual dining. High-end appliances, including a self-cleaning oven, built-in microwave, and energy-efficient dishwasher, make cooking a delight. The adjacent family room, complete with a charming wood-burning fireplace, provides a perfect retreat for relaxation. This residence features four generously sized bedrooms, including a main-level bedroom for convenience. The luxurious master suite offers a walk-in closet and a spa-like bathroom with a stall shower included with a hot tub, ensuring a private oasis for unwinding after a long day. Outside, the property is equally impressive, set on a sprawling 2.4-acre lot surrounded by lush trees and serene woods, providing a tranquil backdrop for outdoor living. Enjoy evenings under the stars in the hot tub or host gatherings with friends in the beautifully landscaped yard. The exterior is adorned with thoughtful features such as bump-outs, exterior lighting, and flood lights, enhancing both functionality and aesthetics. Additional highlights include a spacious attached garage with extra storage, main-floor laundry for added convenience, and a water treatment system for peace of mind. This home is not just a residence; it's a lifestyle choice, offering a perfect blend of luxury, comfort, and nature. Experience the best of both worlds in this exceptional property, where modern amenities meet the tranquility of nature, creating a perfect sanctuary to call home. Roof is 10 years old. Goose Point Estates is just minutes away from route 50 and the Chesapeake Bay Bridge but far enough away from all the traffic.

121 Eareckson Ln, Stevensville

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

313 Columbia Ln, Stevensville
$849,990
3 Beds ⋅ 3 Baths
Come pick your finishes with an accepted contract by 10/31/2026!! NEW CONSTRUCTION IN QUEEN ANNE COLONY – READY in 2026! 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:

113 Bentons Pleasure Rd, Chester
$829,000
4 Beds ⋅ 3 Baths
A must see home! NEW LIST PRICE Super floor plan! Wonderful hardwood floors! Custom fixtures and finishes throughout! The best Family/Great room ever with floor to ceiling fireplace with vaulted ceilings plus outside access to stone patio w/hot tub. Wonderful kitchen featuring oak cabinetry, upgraded appliances, crown moldings, tile & granite backsplash & countertops and eat in breakfast area. Formal Dining room, main level fourth bedroom or office with half bath and exterior entrance, perfect for occasional client or guest. Large 17x13 1st level Living Rm with hardwoods & display center. Inside entrance to the four car garage with additional built-in storage & shelving! Upper level primary bedroom suite featuring 2 walk in closets, gorgeous primary bath with double vanity, huge walk in shower, quartz counters and trim, jetted soaking tub and wainscoting & chair rail finishes. Bedroom #2 w/walk in closet & double entry full bath. Bedroom #3 w/walk in closet, ceiling fan and upper deck access. Upper level laundry area with washer, dryer, shelving and deep sink. Exterior features include 1 Acre lot, beautiful pool with adjoining deck, screen porch, patio w/hot tub and garden shed. Front porch with covered sitting area. Oversized driveway w/side parking area perfect for boat or RV storage. Exterior audio & video system currently in use but not included in the sale. Your super opportunity for a wonderful home!

113 Bentons Pleasure Rd, Chester

Listing courtesy of Cummings & Co. Realtors. Contact:

108 Prospect Bay Dr W, Grasonville
$819,000
4 Beds ⋅ 3 Baths
Located in the waterfront community of Prospect Bay, residents enjoy golf, swimming pool, boat ramp, tennis courts, and a clubhouse with restaurant. Welcome to this much-loved home, beautifully situated on 1.03 acres with sunset water views on one side and golf course views on the other. Quality built with 2x6 construction, the home features hardwood flooring, Andersen windows, and abundant natural light. The kitchen offers maple cabinetry, a center island, table space, and an open layout connecting to the family room with fireplace and efficient wood-burning insert. Separate living and dining rooms feature bow windows showcasing the water views. A main-level fourth bedroom with built-ins currently serves as a home office. Upstairs, the spacious primary suite features water views, a large bath, and generous walk-in closet, along with two additional bedrooms and a full bath. Enjoy a screened porch overlooking the golf course, a 16' x 12' Amish-built shed, and an oversized two-car garage with workshop space and extensive storage. The large driveway and parking pad accommodate up to six vehicles. Additional storage is available in the walk-in attic. Recent updates include a washer, dryer, refrigerator, microwave, dishwasher, and Trane heat pumps less than two years old.

108 Prospect Bay Dr W, Grasonville

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

232 Evelyne St, Chester
$799,900
4 Beds ⋅ 4 Baths
Situated on one of the largest lots in sought-after Gibson’s Grant, this 4-bedroom, 3.5-bath home offers space, flexibility, and room to grow. High ceilings and an open layout create an airy feel, with an oversized kitchen flowing seamlessly into the family room and a separate main-level office for work or quiet retreat. The main level also features a formal dining room and living room. Upstairs, the spacious primary suite features a sitting area, two walk-in closets, and en-suite bath, alongside three additional bedrooms and two full bathrooms. The unfinished walkout basement includes a rough-in for a future bath. Outside, enjoy a fenced backyard complete with a patio and built-in fire pit—perfect for gathering year-round. Community amenities include swimming pool, clubhouse, fitness center, walking trails, community pier, picnic area, and kayak launch. Centrally located on Kent Island. Only 5 minutes to the Bay Bridge.

232 Evelyne St, Chester

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

231 Evelyne St, Chester
$795,000
4 Beds ⋅ 3 Baths
This beautiful coastal Colonial home in Gibsons Grant offers a perfect blend of comfort and style. With 4 spacious bedrooms and 2.5 bathrooms, the open floor plan invites warmth and connection. Enjoy cooking up your favorite feast in the upgraded kitchen featuring an island, built-in appliances, and endless countertops. The family room, complete with a propane fireplace, is perfect for gatherings and gamed. Step outside to discover beautifully maintained common grounds, a community center, and a inground swimming pool. The neighborhood boasts walking paths, tennis courts, and picnic areas, ideal for outdoor enthusiasts. Located near the Chester River, residents can enjoy serene views and water access. With excellent schools and parks nearby, this community is perfect for those seeking an active lifestyle. Additional conveniences include lawn maintenance, snow removal, and trash services, ensuring a low-maintenance lifestyle. Experience the charm and vibrancy of this welcoming community-your new home awaits!

231 Evelyne St, Chester

Listing courtesy of Wilson Realty & Staging LLC. Contact:

121 Placeks Ln, Stevensville
$789,900
4 Beds ⋅ 3 Baths
Exuding a quiet elegance, the Merion by Lacrosse Homes is a new single family home design featuring a modern take on the classic center hall colonial design. Highlights of this comfortable home include a main level study for an ideal work from home set-up, chef’s island kitchen with tons of cabinetry and food prep space and a spacious light-filled causal eating area. the stairs are tucked to the rear of the home creating oversized living and dining rooms as well as a spacious great room. Add a morning room to the main level to further expand your living space. Upstairs, enjoy four bedrooms including a large owners suite with deluxe bath, laundry room with linen storage, and three nicely sized secondary bedrooms. Customize your lower level (site specific) with a recreation room, media space, den, bath and more.

121 Placeks Ln, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

830 Warbler Way Unit 2843, Chester
$779,990
2 Beds ⋅ 3 Baths
Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

830 Warbler Way Unit 2843, Chester

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

102 Boatswain Way Unit 2932, Chester
$779,990
2 Beds ⋅ 3 Baths
Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

102 Boatswain Way Unit 2932, Chester

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

102 Boatswain Way Unit 2933, Chester
$779,990
2 Beds ⋅ 3 Baths
Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

102 Boatswain Way Unit 2933, Chester

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

415 Twin Meadows Farm Ln, Centreville
$779,900
4 Beds ⋅ 3 Baths
Welcome to Meadow Creek. Estate homes on acre plus homesites with plenty of room for a pool and a separate garage. In the country but close to downtown Centreville. Centreville offers restaurants, grocery stores, parks and schools. Exuding a quiet elegance, the Merion by Lacrosse Homes is a new single family home design featuring a modern take on the classic center hall colonial design. Highlights of this comfortable home include a main level study for an ideal work from home set-up, chef’s island kitchen with tons of cabinetry and food prep space and a spacious light-filled causal eating area. the stairs are tucked to the rear of the home creating oversized living and dining rooms as well as a spacious great room. Add a morning room to the main level to further expand your living space. Upstairs, enjoy four bedrooms including a large owners suite with deluxe bath, laundry room with linen storage, and three nicely sized secondary bedrooms. Customize your lower level (site specific) with a recreation room, media space, den, bath and more.

415 Twin Meadows Farm Ln, Centreville

Listing courtesy of Keller Williams Flagship. Contact:

Touhey Drive, Stevensville
$778,342
4 Beds ⋅ 3 Baths
THIS HOUSE HAS NOT BEEN BUILT YET! Timberlake Homes Design|Build provided the description of the home and features. Renderings/elevations are not community-specific and may show features/elements/materials that are not offered in your community of choice. Please see your sales manager to confirm the specific house type elevations available. Severn - The Severn offers 2,778 sq. ft. with four bedrooms and 2.5 baths. The main level features large formal living and dining rooms, a private study, and an open kitchen, breakfast area, and two-story family room. Customize the space with extensions, including a sunroom off the kitchen. Upstairs, the spacious owner’s suite with sitting area and deluxe bath is a perfect retreat. Choose between the included four-bedroom or optional five-bedroom layout. The lower level can be finished with a rec room, hobby room, game room, or den — plenty of options to make it your own. ***Builder makes no representation about land/lot listing. Listing is strictly for co-marketing purposes only. Due diligence is the buyer’s responsibility with land purchase.** The options and photos attached depict multiple elevations and options not included in listing price. Price is subject to change based on options added.** This prime residential land parcel, located in the desirable ROMANCOKE ON THE BAY subdivision in Stevensville, MD, offers a unique investment or building opportunity with significant potential for appreciation. Spanning 0.56 acres, this corner lot features wooded areas that provide both privacy and a natural aesthetic, enhancing the property's overall appeal. Strategically positioned just about four blocks from the picturesque Eastern Bay, this lot benefits from proximity to water-oriented activities without the premium of direct waterfront ownership. Investors can capitalize on the growing demand for properties near water bodies, making this an attractive option for future development. The community amenities are a standout feature, including a boat ramp, clubhouse, picnic area, and jogging/walking paths. These facilities not only enhance the quality of life for residents but also increase the property's desirability to potential buyers or renters. With super low association fees, investors can enjoy the benefits of community amenities without the burden of high costs. The lot's corner location along the South Kent Island walking path provides ample privacy and accessibility, which can be advantageous for future residential development. The surrounding area is poised for growth, making this property an excellent long-term investment. As demand for residential properties near water continues to rise, this lot presents a compelling opportunity for those looking to enter the real estate market or expand their portfolio. In summary, this 0.56-acre corner lot in ROMANCOKE ON THE BAY is not just a piece of land; it's a strategic investment in a thriving community with abundant amenities and proximity to Eastern Bay. With the potential for appreciation and the appeal of a water-oriented lifestyle, this property is a must-consider for savvy investors looking to maximize their returns or those seeking to build their dream home.

Touhey Drive, Stevensville

Listing courtesy of Realty Navigator. Contact:

105 Placeks Ln Ln, Stevensville
$777,900
4 Beds ⋅ 3 Baths
The Windermere combines all of the home design elements our purchasers love the most. On the main level you’ll love the open plan design with a huge kitchen with a9 foot island,breakfast/sunroom and family room! Formal living room/office and dining room, and two-story foyer complete the space. Upstairs 4 spacious bedrooms include an owner’s suite with spacious walk-in closet or choose the optional super bath and get two walk-in closets! A lower level offers numerous options for expanding your living space to suit your lifestyle. Placek Place is 1 minute to the brige. It offers The Eastern shore Way of Life. Close to pickle ball courts, walking trails, beaches and golf course. Shopping and restaurants too. Western shore features like publicwater, sewer ,sidewalks and full basements. Easy to see why it is 60% sold out.

105 Placeks Ln Ln, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

117 Harrier Way, Chester
$775,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully upgraded Killarney model in Four Seasons at Kent Island, offering true one-level living with no steps, three spacious bedrooms, and the largest garage offered in the community. Unlike many Killarney models featuring two bedrooms and a loft, this home offers three true bedrooms, a dedicated laundry room, and an additional bump-out ideal for a home office or den. The open-concept interior features an Ultra Gourmet Kitchen with quartz countertops, upgraded cabinetry and appliances, double wall ovens, a French-door refrigerator, and a large center island perfect for entertaining. The spacious primary suite includes an Ultra Luxury Spa Bath with a walk-in shower and dual vanities. Tray ceilings, a fireplace, and custom window treatments add to the home's appeal. The oversized garage provides exceptional space for vehicles, a golf cart, and additional storage. Situated on a $55,000 premium homesite, the property enjoys a spacious backyard with generous separation from neighboring homes, offering a wonderful sense of privacy. An expansive custom hardscaped patio creates the perfect setting for outdoor dining, entertaining, and relaxation. Four Seasons at Kent Island offers resort-style 55+ living along the Chester River, featuring a 24,000-square-foot waterfront clubhouse, indoor and outdoor pools, a fitness center, pickleball and tennis courts, walking trails, a dog park, fishing pier, transient boat slips, waterfront Tiki Bar, and an active social calendar. With its desirable floor plan, premium homesite, exceptional garage space, and extensive upgrades, this Killarney presents a rare opportunity to enjoy the best of Four Seasons living.

117 Harrier Way, Chester

Listing courtesy of RE/MAX Executive. Contact:

414 Narnia Dr N, Grasonville
$764,500
4 Beds ⋅ 4 Baths
Custom Home with In-Ground Salt Water Pool, Private Backyard & Detached, Heated and Cooled Studio/Office in Greenwood Community. Discover the distinctive charm of this custom-built home in the sought-after Greenwood Community of Grasonville. Providing four bedrooms, and three-and-a-half- bathrooms, this home combines thoughtful craftsmanship, architectural character, and inviting indoor-outdoor living. Step inside to a light-filled, open layout highlighted by a dramatic two-story family room, soaring ceilings, expansive windows, and an impressive stone fireplace. Hardwood floors, crown molding, decorative leaded-glass windows, rounded wall corners, and distinctive lighting add character throughout. The spacious kitchen features granite counter tops, a generous center island, under-cabinet lighting, and stainless steel appliances, including a double-oven range and beverage cooler. The adjoining dining room overlooks the backyard, creating a welcoming setting for everyday meals and entertaining. A main-level bedroom with a full bathroom offers added flexibility for guests or multi generational living. Upstairs, the spacious primary suite provides a relaxing retreat with a tray ceiling, expansive walk-in closet, and private bath featuring a glass-enclosed shower and jetted soaking tub. Two additional bedrooms and a custom-designed second-floor laundry room with extra storage complete the upper level. The outdoor setting is a standout feature, with an in-ground salt water swimming pool, deck, and backyard designed for relaxing, entertaining. A charming, cottage-inspired studio/office with heating and cooling provides versatile space for hobbies, creative pursuits, a home office, or a personal retreat. Residents of Greenwood Community enjoy amenities including a playground, pavilion, large multipurpose field, designated storage for RVs, boats, and trailers, and a gazebo for community gatherings.

414 Narnia Dr N, Grasonville

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

102 Placeks Ln Ln, Stevensville
$759,900
4 Beds ⋅ 3 Baths
This two-story, two-car garage center hall design is a great multi-generational home option for families looking to accommodate lots of varying needs under one roof! The Congressional features a formal dining room, breakfast area, main level owner’s suite and laundry room, 4 bedrooms, 2.5 baths, mud room access from the garage, and much more. This plan offers numerous customization opportunities — choose to finish dual owner’s suites — one on the main level and a second on the upstairs level, or, create a large rec/play area for kids/family. The options are endless and you’ll love designing the home that meets your lifestyle needs! A lower level offers continued customization options including a very spacious recreation room. A prime location just one minute from the Chesapeake Bay Bridge, Placek Place is adjacent the popular waterfront community of Bay City located in Stevensville on Maryland’s Eastern Shore. We have a limited offering of 10 1/2 to 1-acre single family homesites. Explore your options today to begin living a Kent Island lifestyle! Enjoy: Area Beaches/Trails/Pickleball Public Water/Sewer/Sidewalks Full Basements Convenience to Annapolis Minutes to local shopping/lifestyle amenities

102 Placeks Ln Ln, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

1107 Oyster Cove Dr, Grasonville
$759,000
3 Beds ⋅ 4 Baths
Nestled in the serene enclave of Oyster Cove, this stunning bayfront townhouse offers a harmonious blend of contemporary design and luxurious living. With three spacious bedrooms and three and a half bathrooms, this residence is perfect for those seeking comfort and style. The moment you step inside, you are greeted by an open floor plan that seamlessly connects the living and dining areas, enhanced by beautiful wood floors and abundant natural light. The living space features a cozy fireplace with glass doors, creating an inviting atmosphere for gatherings or quiet evenings at home. The heart of the home is the country-style kitchen, equipped with upgraded countertops and a suite of modern appliances, including a self-cleaning oven, dishwasher, and refrigerator. Enjoy casual meals in the eat-in kitchen or host dinner parties in the elegant dining area. The primary bedroom is a true retreat, boasting bayfront views, a walk-in closet, and a luxurious en-suite bathroom complete with a jetted tub and walk-in shower. Step outside to discover the community's exceptional amenities. Enjoy leisurely afternoons by the saltwater pool, take a stroll along the scenic jog/walk paths, or engage in friendly matches on the tennis and pickleball courts. The gated community ensures peace of mind, while the clubhouse and party room provide perfect venues for social gatherings. For those who love the outdoors, the nearby marina offers water access to the beautiful Eastern Bay, ideal for boating and fishing enthusiasts. Oyster Cove is not just a home; it's a lifestyle. The neighborhood is rich with common grounds, picnic areas, and a dog park, making it perfect for outdoor activities. With easy access to local shopping, dining, and entertainment, everything you need is just a short drive away. This property is not just a place to live; it's a sanctuary where you can unwind and enjoy the beauty of waterfront living. Don't miss the opportunity to make this exquisite townhouse your new home in Oyster Cove, where every day feels like a vacation. Experience the perfect blend of luxury, comfort, and community in this exceptional property.

1107 Oyster Cove Dr, Grasonville

Listing courtesy of Star Realty. Contact:

204 Hunters Ridge Rd, Centreville
$749,900
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:

168 Redstart Dr, Chester
$749,900
2 Beds ⋅ 3 Baths
NEW PRICE! Reduced! Gorgeous All On One Level Home in Premiere 55+ Community of Four Seasons @ Kent Island * Offering This Lovely Taylor Model w 2/3 Bedrooms + 2.5 Baths and 3rd Car Tandem Garage * Walkable to Clubhouse * Gorgeous Light-Colored Laminated Wood Flooring * Impressive Island w Bar Overhang/Counter Seating + Added Optional Bank of Cabinets w Bonus Counter Space * Pantry * Gas Cooking * Tile Backsplash * Under Cabinet Lighting. This Turn-Key Taylor Model Offers a Comfortable 2014 sf of Living Space with Large Volume Ceilings and Flowing Ever Popular Kitchen-to-Dining-to-Family Room Floor Plan at the Center of the Home. The Bedrooms are Flanked with the 2nd Bedroom with En Suite Full Bath + Walk-In Closet at the Front of the Home and a Rear Facing Primary Bedroom with Tray Ceiling, Triple Windows + Walk-In Closet and En Suite Full Bath with Substantial His 'n Her Vanities and Easy Walk-In Shower. Off the Foyer there is a Versatile Flex Room Accented with Sliding Barn Doors Which Serves Nicely as a Den/Office/Additional Sleeping Area for the Grandkids and Serviced by the Foyer Powder Room Across the Hall. Around the Corner is a Built-In Coat Drop Station and Separate Laundry Room with New Full-Sized Front-Loading Washer and Dryer. The Garage is Spectacular Offering Coveted Additional Parking for a 3rd Car/Golf Cart OR Use it as Additional Storage/Workshop Area. This Home is Propane Gas Heat, Central A/C, Rinnai Tankless Gas Water Heater and Public Water, Public Sewer. At a Mere 1 Year Old, This Home Feels Brand New and Has Been Lightly Lived In and Lovingly Maintained. It Offers an Immediate Move-In Scenario for the Lucky Buyer. Don't Wait for the Builder and Be in by the Holidays! AGENTS: We Are Agent Friendly and We Split Transfer Taxes and Recordation Fees with the Buyer and Offer a Re-Issue Rate on the Title Insurance + Survey to Pass On. The Community of Four Seasons Offers Unparalleled Amenities and a Friendly, Neighborly Environment That All Enjoy and Gather at a 24,000 sf Club House Situated on the Chester River and is Home to a Community Space Where Vibrant Activities are Available to its Vibrant Neighbors and Provides Resort Style Gym, Yoga, Billard's Room, Library, Ballroom and Indoor Pool w Hot Tub + Infinity Outdoor Pool, Cabana, Lounge Areas, Amphitheatre, Fishing Pier, Dog Park, Pickle Ball, Tennis, Bocce Ball + Tot Lot. Homeowners Get Included Grass Cutting, Fertilization + Pesticide Spraying and Lawn Irrigation as a Part of the $315 Monthly HOA Fee Allowing You to Spend More Time Enjoying and Less Time Maintaining! Located 20 Minutes to Historic Downtown Annapolis and to the Regional Anne Arundel Medical Center with an Outpatient Pavilion in Kent Island. It is 30 minutes to Baltimore/Washington International Airport and there are numerous local airport shuttle services offering door to door service making travel easy and stress free for you and your visiting guests. Kent Island Offers a Variety of Wonderful Restaurants Featuring Local Seafood Cuisine + Numerous Marinas and a Freedom Boat Club Location. Four Seasons @ Kent Island is a Wonderful Year-Round or 2nd Home Location for Those Envisioning a Nautically Inspired Lifestyle Combined with a Beautiful, Maintenance Free Home. 168 Redstart Dr is Waiting For You! Call Helpful Lister for More Info.

168 Redstart Dr, Chester

Listing courtesy of RE/MAX Leading Edge. Contact:

200 Powers Ln, Millington
$749,000
1 Beds ⋅ 1 Baths
Friday, 5 o’clock. The week falls away the moment you turn down the lane. Sunlight flickers through the trees. The Chester glints on your left. Then the woods open up, the cottage comes into view, and there’s water on your right too. You’ve arrived at a point embraced by about 2,000 feet of tidal shoreline on 13.42 quiet, private acres. This 1950 Tidewater Cape was built by a father and son as a summer escape, and you can feel the years of happy weekends the moment you step inside. Warm hardwood floors underfoot. Built-ins crafted by hand. Exposed beams overhead and a fireplace waiting for cool autumn evenings. One bedroom, two full baths, and a lower level country kitchen and family room where the coffee pot is always on, and the table always has room for one more. Walk around back, and the house shows you its heart: three stories of classic Tidewater charm rising above the river, glowing in the late afternoon light. Saturday starts slow, with coffee on the porch and mist lifting off the water. The afternoon belongs to fishing, paddling, or wandering the woods. Evening brings the sunset, painting the river gold from the lower patio. And Sunday? Sunday comes far too soon. A detached garage and a workshop with electric stand ready for the kayaks, the fishing rods, and the weekend projects. The pier conveys as is and is ready for your vision. Some places you visit. This one you’ll count the days to come back to.

200 Powers Ln, Millington

Listing courtesy of Keller Williams Select Realtors of Easton. Contact:

111 Marshgrass Way Unit 43, Chester
$744,900
2 Beds ⋅ 3 Baths
Every season brings a new perspective from this exceptional top-floor penthouse at Four Seasons at Kent Island. Set within one of the Eastern Shore’s premier 55+ communities, this beautifully appointed residence offers Chester River views from every room, creating a remarkable backdrop from sunrise through sunset. Gently enjoyed as a seasonal retreat, the home reflects a refined coastal aesthetic with custom shiplap accent walls, curated designer lighting, elegant trimmed tray ceilings, and every premium builder upgrade offered. These include GE Monogram appliances, quartz countertops, LVP flooring, electric fireplace, and dry bar glass cabinetry. The sophisticated open-concept design seamlessly connects the spacious living room, gracious dining area, and chef-inspired kitchen, creating an inviting setting for entertaining or simply relaxing.  Beyond the residence, Four Seasons at Kent Island offers an exceptional resort-style lifestyle. Enjoy the heated indoor and outdoor pools, scenic Chester River walking trails just steps from the property, and a vibrant Clubhouse featuring fitness and exercise classes, pickleball, tennis and bocce courts. wellness lectures, mahjong and other board games, numerous social gatherings, and an array of activities designed to bring neighbors together. With the ease of low-maintenance condo living, beautiful waterfront surroundings, convenient access to local marinas, and easy connectivity to the Bay Bridge and points beyond, this penthouse captures the very best of the Eastern Shore lifestyle—elevated, effortless, and truly exceptional

111 Marshgrass Way Unit 43, Chester

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

134 Richard Ingle Way, Chester
$739,000
4 Beds ⋅ 4 Baths
Experience the best of Kent Island living in this beautifully maintained coastal home, ideally situated in the highly desirable Water's Edge section of Gibson's Grant. Built in 2017, this exceptional residence enjoys unobstructed pond views from the welcoming covered front porch, where you can relax while watching blue herons and other native wildlife. Perfectly positioned just one block from the community's exceptional waterfront amenities, including the Chester River, clubhouse, pool, fitness center, kayak launch, fishing pier, and waterfront pavilion, this home offers the perfect blend of luxury, convenience, and the relaxed lifestyle of Maryland's Eastern Shore. Step inside to discover a bright, thoughtfully designed floor plan where beautiful flooring flows throughout the main level and abundant natural light fills every room. Designed for both everyday living and effortless entertaining, the main level offers exceptional versatility with a spacious flex room that is ideal as a home office, den, sitting room, or additional living space, along with a convenient powder room for guests. The heart of the home is the expansive open-concept living area, where the spacious family room, dining area, and beautifully appointed kitchen come together seamlessly. The kitchen features a large center island with abundant seating and workspace, while the family room is highlighted by a beautiful gas fireplace. Just beyond, the brand-new screened porch opens to your own private backyard oasis featuring a beautifully landscaped paver patio, a tranquil ornamental pond with a cascading waterfall, full privacy fencing perfect for pets, and an irrigation system to keep the grounds looking their best. Designed for the ease of first-floor living, the main level features a spacious primary suite privately situated at the rear of the home. The luxurious ensuite bath includes a relaxing Jacuzzi soaking tub, while a second main-level bedroom offers its own private full bath, making it ideal for guests or multigenerational living. The staircase to the upper level is thoughtfully tucked toward the rear of the home, enhancing the home's functional layout. Upstairs, you'll find two generously sized bedrooms and a beautifully appointed full bath, providing comfortable accommodations for family and guests. Completing the home is a spacious rear-entry two-car garage with plenty of room for parking and storage, plus a custom-built workspace perfect for DIY enthusiasts, hobbyists, or woodworking projects. An approximately four-foot-high conditioned crawl space with interior access provides exceptional additional storage. Recent improvements include a brand-new HVAC system, brand-new screened porch, one-year-old oven, and new washer and dryer, allowing you to move in with confidence. Residents of Gibson's Grant enjoy resort-style amenities, including a clubhouse, outdoor pool, fitness center, waterfront pavilion, kayak launch, fishing pier, water access, and direct access to the Cross Island Trail. Tucked behind a peaceful nature preserve just off Route 50, this sought-after waterfront community offers the perfect balance of tranquility and convenience. Located just moments from the Chesapeake Bay Bridge, the home provides an easy commute while placing you minutes from waterfront dining, marinas, shopping, parks, and local entertainment. Beautifully maintained, thoughtfully updated, and ideally located in one of Kent Island's most desirable neighborhoods, this exceptional home offers the perfect opportunity to embrace luxury coastal living on Maryland's Eastern Shore. Schedule your private showing today! Mortgage savings may be available for buyers of this listing. “Some photos are virtually staged”

134 Richard Ingle Way, Chester

Listing courtesy of Redfin Corp. Contact:

335 S Carolina Rd, Stevensville
$729,900
4 Beds ⋅ 4 Baths
**Chesapeake Bay views, nearly new construction, and an opportunity to turn your coastal getaway into a potential income-producing investment!** Welcome to 335 South Carolina Road in Stevensville, where modern comfort meets the laid-back lifestyle of Maryland's Eastern Shore. Offering 4 bedrooms, 3.5 bathrooms, multiple living spaces, and THREE decks - 2 with expansive views of the Chesapeake Bay, this nearly new home delivers the perfect combination of space, comfort, and coastal charm. Step inside to discover luxury vinyl plank flooring throughout the main living areas and a beautifully appointed kitchen featuring quartz countertops, a spacious island with seating and additional storage, and plenty of room for gathering and entertaining. Multiple living spaces provide flexibility for relaxing, hosting overnight guests, working from home, or accommodating extended stays. But the real magic happens outside! Imagine starting your mornings with coffee overlooking the Chesapeake Bay, spending afternoons at the community beach, and ending your evenings gathered around the fire pit beneath the stars. With three decks, a spacious yard, and a storage shed, there's plenty of room to enjoy the outdoors and embrace the waterfront lifestyle. **Looking for a home that could work for you even when you're not there?** With its desirable Chesapeake Bay setting, generous accommodations, multiple outdoor entertaining areas, and access to the community beach, this property presents an exciting opportunity for buyers interested in exploring short-term rental income through platforms such as Airbnb or VRBO, subject to applicable regulations and approvals. Whether you're searching for a year-round residence, a weekend escape, a second home with potential rental income, or an investment opportunity, 335 South Carolina Road offers the flexibility to make your Eastern Shore dreams a reality. **Why just dream about life at the Bay when you could be living it—and potentially earning income from it, too?**Short-term rental use and income potential are subject to buyer verification of all applicable county regulations, licensing requirements, and community restrictions.

335 S Carolina Rd, Stevensville

Listing courtesy of Samson Properties. Contact:

622 Spaniard Neck Rd, Centreville
$729,900
4 Beds ⋅ 3 Baths
**SELLER OFFERING $10,000 TOWARD BUYER'S INTEREST RATE BUYDOWN OR CLOSING COSTS!** More purchasing power. More possibilities. And nearly five acres to make them your own. This isn't just a home with acreage—it's the opportunity to live a little differently. Set on 4.74 private acres just outside of Centreville, 622 Spaniard Neck Road pairs country living with the space, infrastructure, and flexibility to create the lifestyle you've been looking for. A gated driveway adds another layer of privacy as you enter the property. AG certified and already equipped with a 24' x 30' pole barn featuring 10' ceilings, power and water, an additional 11' x 30' lean-to, and a separate run-in, the property is ready for horses, livestock, equipment, hobbies, a serious workshop—or simply room to spread out. Inside, the 4-bedroom home offers a layout that is anything but ordinary. The main living level was designed to take advantage of the surrounding property, with elevated living spaces, expansive views, and multiple access points to the outdoor decks. A dramatic two-story family room anchors the home, while the completely renovated kitchen brings a fresh, modern feel to the heart of the house with refinished cabinetry, quartz countertops, backsplash, stainless steel appliances, open shelving, and a dedicated coffee bar. New LVP flooring throughout the main living areas further refreshes the space, with new carpeting upstairs completing the updates. The spacious primary suite is tucked away upstairs with a private bath and its own cozy, private deck—the perfect spot for morning coffee, watching the wildlife, or winding down as the sun sets over the property. A catwalk overlooking the great room adds architectural character you won't find in a cookie-cutter floor plan. Additional bedrooms provide flexibility for family, guests, or home office space. The lower level adds another layer of possibility with garage-style space designed for ATV, lawn equipment, and recreational storage rather than conventional vehicle parking, along with multiple framed areas ready to be finished around your needs. Outside, mature trees and established grounds create a peaceful, park-like setting with plenty of room to garden, entertain, keep animals, or simply enjoy the privacy. Multiple decks extend the living space outdoors, while mature fruit-producing cherry trees add to the property's established country setting. Nearly five acres. AG certified. Gated privacy. A powered and plumbed pole barn. Room for animals, equipment, and big ideas. **And now, with $10,000 in seller assistance available toward an eligible interest rate buydown or closing costs, the opportunity gets even better!** Seller assistance is subject to lender approval and applicable loan guidelines. 622 Spaniard Neck Road isn't about having more house. It's about having more possibilities.

622 Spaniard Neck Rd, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

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