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109 Prices Ln, Chester
$435,100
3 Beds ⋅ 3 Baths
Welcome to 109 Price Lane, a beautifully maintained original-owner split foyer home built in 2013. This home offers comfort, space, and convenience in one of the Eastern Shore’s most popular locations—Kent Island. This 3-bedroom, 2.5-bath home features a bright, open layout with hardwood flooring in the entry, family room, kitchen, and hallway. The kitchen offers tall cabinetry, granite countertops, a classic stone backsplash, and an eat-in area with access to the maintenance-free second-level deck. The primary suite includes a full ensuite bath, while two additional bedrooms and a full hall bath complete the upper level. The finished lower level offers a second living space, laundry, half bath, and access to both the garage and backyard. Outside, enjoy white vinyl fully fenced yard, stamped concrete patio, and a stand out feature of a 12 x 16 climate-controlled shed/workshop with electric—perfect for hobbies, a home office/studio, gym or flex space. The extended driveway provides ample parking for multiple vehicles, boats, or guests. Enjoy no HOA and a prime location less than a mile to the grocery store and minutes from the vibrant Kent Narrows, known for waterfront dining, dock bars, and entertainment with easy access to the Chesapeake Bay Bridge. Additional features include a reverse osmosis system at the kitchen sink and refrigerator, a water treatment and softening system, and a new water heater—adding comfort and peace of mind. With fresh paint and brand-new carpeting already done for you, this home is truly move-in ready and waiting for its next chapter on Kent Island.

109 Prices Ln, Chester

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact:

Selling Office: Maryland Residential Realty.

806 Monroe Manor Rd, Stevensville
$1,295,000
5 Beds ⋅ 3 Baths
Experience elevated waterfront living on the Chester River in this fully refreshed, turn-key residence in sought-after Cloverfields on Kent Island. Thoughtfully renovated throughout—including a new gourmet kitchen, new roof, newly installed wide-plank hardwood floors, encapsulated crawl space, new HVAC, three beautifully redesigned bathrooms, fresh interior paint, and an enhanced primary suite—this home offers the rare opportunity to enjoy waterfront living with wide, unobstructed views outside of the flood zone. The main-level primary suite is a true retreat, offering a walk-in closet, elegantly updated finishes, and a private sun deck where the river becomes your morning backdrop. Upstairs, sweeping waterfront views continue from the guest rooms and the second-floor veranda. The open-concept main level is designed for effortless entertaining, with a sophisticated kitchen, generous dining area, and an inviting living room anchored by a fireplace—all oriented toward panoramic river views. Sunrise coffee, evening gatherings, or hosting holidays…this is the kind of waterfront setting that turns everyday moments into something extraordinary. Outside, enjoy 76 feet of private waterfront, a private pier, rip-rap shoreline, an attached garage, and a level half-acre lot with ample room for outdoor living. Residents of Cloverfields benefit from an array of amenities, including a lifeguarded pool, private beach and pavilion, clubhouse, boat ramp, slips, playground, and sports courts—all just blocks away. By boat, you’re minutes to the Kent Narrows, 30–45 minutes to Rock Hall or St. Michaels, and a quick ride to the Chesapeake Bay for fishing beneath the Bay Bridge. By car, you’re within easy reach of Annapolis, Easton, Baltimore, Washington, and the Delaware beaches. Walk or bike to nearby schools, parks, the Kent Island Trail, library, and recreation fields. This is your chance to move into a beautifully updated waterfront home where the Chesapeake lifestyle unfolds effortlessly. Turn the key, settle in, and savor life on the water the way it was meant to be lived.

806 Monroe Manor Rd, Stevensville

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

Selling Office: TTR Sotheby's International Realty.

121 Little Eagle Rd, Centreville
$765,000
5 Beds ⋅ 5 Baths
Improved price and with a VA assumable rate available of 2.49%! Sellers are motivated! Welcome to your dream retreat on Maryland’s picturesque Eastern Shore! This stunning pastoral property, nestled on 1.5 manicured acres, offers the perfect blend of luxury, comfort, and functionality. With over 4,700 square feet of beautifully finished living space, this home features five spacious bedrooms, three full baths, and two half baths. Step inside to the heart of the home—a sun-drenched living area boasting soaring vaulted ceilings, an abundance of natural light, and a striking stone-surrounded pellet fireplace, ideal for cozy gatherings. The newly renovated kitchen is a chef’s delight, complete with high-end appliances, custom Fieldstone cabinetry, and elegant ceramic tile that extends into the newly re-done mudroom, complete with a laundry area and a private half bath. Enjoy the fresh look and feel throughout with new carpets, updated fixtures, and fresh paint. The home has been meticulously maintained, including a new roof less than 10 years old. A rare find, this property features not one, but two primary suites, one on each level. The upper-level primary suite is an impressive 1,200 square feet with a dedicated office, two walk-in closets, a spa-like ensuite bathroom, its own laundry, and private separate access—providing an ideal sanctuary for relaxation or work-from-home convenience. Additionally, the home offers 3 separate guest rooms, a guest full bathroom and 2 half bathrooms. The lower level primary suite is currently purposed as a billiard room and library, perfect for entertaining. Car enthusiasts and hobbyists will love the expansive 1,920-square-foot, three-bay heated garage, while the fully fenced yard offers spacious composite decks, a fire pit, and a shed that conveys with the property. Additional amenities include an RV parking pad with electrical hookup and a whole-home generator for peace of mind. With no HOA or restrictive covenants, this home is place of respite and autonomy. Experience the tranquility and beauty of Eastern Shore living in this exceptional property—move-in ready and waiting to welcome you home!

121 Little Eagle Rd, Centreville

Listing courtesy of RE/MAX Leading Edge. Contact:

Selling Office: Benson & Mangold, LLC.

1109 Grasonville Cemetery Rd, Grasonville
$390,000
3 Beds ⋅ 2 Baths
Don't miss the opportunity to own this beautifully renovated home that offers peaceful country living with exceptional convenience. This three-bedroom, two-full-bathroom rancher has been completely transformed from top to bottom. Everything is BRAND NEW, including the roof, siding, windows, electric, plumbing, doors, gutters, flooring, HVAC system etc etc..... Additionally, the crawlspace has been professionally encapsulated for enhanced efficiency. The interior has been thoughtfully remodeled to blend modern luxury with comfort and functionality. The home includes a primary suite with an ensuite bathroom, and the spacious living area is bright and airy, connecting seamlessly to the dining area. The kitchen features granite countertops, stainless steel appliances, and a sliding glass door that opens to an expansive deck—perfect for entertaining, enjoying your morning coffee, or dining under the stars. The residence is situated on a quiet, private lot surrounded by mature trees and overlooks serene farmland, offering a tranquil, rural setting, yet remains incredibly convenient to local amenities, including shopping, waterfront dining, watersports, and the Kent Island walking trail. And, just minutes away from the Bay Bridge. Put this on your must see list!!! Images have been virtually staged

1109 Grasonville Cemetery Rd, Grasonville

Listing courtesy of Clark & Co Realty, LLC. Contact:

Selling Office: Unrepresented.

303 Pathfinder Cir, Grasonville
$599,000
4 Beds ⋅ 3 Baths
Welcome to 303 Pathfinder Circle, located in the highly desirable and now sold-out, Perrys Retreat community. This home is the sought-after “Ballenger” model, offering 4 bedrooms, 2.5 bathrooms, and a beautifully open floor plan. Backing to trees and featuring a newly fenced-in backyard, the property provides both privacy and space to enjoy the outdoors. Step inside from the covered front porch and you’ll find a versatile office/flex space that flows seamlessly into the kitchen. The kitchen is truly stunning, showcasing upgraded cabinetry, quartz countertops, and stainless steel appliances. It opens to a spacious family room, perfect for gatherings and entertaining. Upstairs, you’ll discover four bedrooms, a conveniently located laundry room, and a primary suite with oversized closets. The primary bathroom includes double sinks with quartz countertops and a generously sized walk-in shower. Concerned about rising energy costs? Not with this home, solar panels ensure your energy expenses remain predictable and affordable. This property held one of the last approved solar contracts in the neighborhood. Move-in ready and loaded with upgrades, this home has everything you’ve been looking for. Don’t miss it!

303 Pathfinder Cir, Grasonville

Listing courtesy of RE/MAX One. Contact:

Selling Office: Chaney Homes, LLC.

105 Watermans Ct, Grasonville
$125,000
2 Beds ⋅ 2 Baths
INVESTOR ALERT! Opportunity knocks at 105 Watermans Court in Grasonville, MD! This fixer-upper is perfect for investors, flippers, or buyers looking to build sweat equity and make a home truly their own. Situated in a quiet cul-de-sac, this property offers strong potential with a spacious layout and great bones—just waiting for the right vision and updates. With some TLC and renovations, this home could truly shine. Located in the desirable community of Grasonville on Maryland’s Eastern Shore, you’ll enjoy convenient access to Route 50, local marinas, waterfront dining, and the Chesapeake Bay lifestyle. Just a short drive to Annapolis and within commuting distance to the Eastern Shore beaches or the Baltimore/Washington metro areas. Whether you’re looking for your next investment project or a chance to customize your dream home, this property is being sold as-is and priced accordingly. Bring your contractor and your imagination—this is the opportunity you’ve been waiting for!

105 Watermans Ct, Grasonville

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

306 Teal T Unit C, Chester
$265,000
2 Beds ⋅ 2 Baths
Beautifully maintained first-floor condominium featuring tranquil lake views and a bright, open floor plan designed for comfortable living and effortless entertaining. This inviting residence offers two generously sized bedrooms and two full bathrooms, providing both space and privacy. Sunlight fills the spacious living and dining areas, which open directly to a private patio overlooking the peaceful lake—an ideal setting for relaxing mornings or unwinding in the evening. Situated in the highly sought-after Bayside community, residents enjoy an exceptional array of amenities including scenic walking trails, a clubhouse with a party room, fitness center, swimming pool, and tennis courts. Conveniently located just minutes from shopping, dining, and major commuter routes, this home offers the perfect combination of comfort, convenience, and resort-style living.

306 Teal T Unit C, Chester

Listing courtesy of Kelly and Co Realty, LLC. Contact:

Selling Office: Samson Properties.

609 Price Station Rd, Church Hill
$499,700
5 Beds ⋅ 3 Baths
Welcome to your future home, a stunning residence nestled on a sprawling 1.5-acre lot, offering the perfect balance of comfort, privacy, and space. This impressive property boasts 5 generously sized bedrooms, each providing a peaceful retreat for family members or guests. With 3 full bathrooms, mornings and evenings are sure to run smoothly for everyone in the household. Step inside to discover a bright and open floor plan featuring inviting living areas filled with natural light. The large, modern kitchen was fully remodeled in 2022 with stainless steel appliances, white cabinetry, and handpicked quartz countertops, making it ideal for both everyday meals and entertaining. The dining area flows seamlessly into the spacious family room, where you can relax by the pellet stove or enjoy gatherings with loved ones. Outside, the expansive 1.5-acre grounds offer countless possibilities & was fully fenced in 2024 for an added piece of mind. Plenty of room for outdoor gatherings on the deck and space to play in the yard! The property also provides ample parking with a 3-car garage and an extended driveway. Recent updates include Pella windows throughout (2023) New carpet (2024) Downstairs bathroom remodeled (2023) Roof (2018) with a 50-year transferable warranty. Don’t miss the opportunity to make this remarkable property your own place where you can enjoy space, comfort, and the freedom to create your ideal lifestyle.

609 Price Station Rd, Church Hill

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

217 Elm St, Centreville
$500,000
4 Beds ⋅ 3 Baths
Welcome to your future dream home in one of Centreville’s most well-loved neighborhoods, The Heights. This new construction 4 bedroom, 2.5 bathroom home will offer the perfect blend of modern comfort and timeless charm. Thoughtfully designed by Lomaxx Custom Homes with today’s lifestyle in mind, this home will feature an open-concept layout, spacious kitchen with upgraded finishes, and bright, airy living spaces ideal for entertaining. The expansive unfinished basement offers endless possibilities, from extra storage to a future rec room, gym, or guest suite Enjoy quality craftsmanship and the opportunity to bring the builder your own personalized finishes to make this home truly yours. Outside, you’ll enjoy peaceful mornings and evenings from your covered back deck overlooking a serene forest backdrop. Surrounded by established homes, quiet streets and a welcoming community atmosphere that Centreville residents cherish. Located just minutes from downtown shops, schools, parks, and commuter routes, this home offers the perfect balance of convenience and small town charm.

217 Elm St, Centreville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: RE/MAX Executive.

1401 Calvert Rd, Chester
$455,000
2 Beds ⋅ 2 Baths
MARLING FARMS -Waterviews of Crab Alley Bay - PRICE REDUCED -Brick Rancher- All on ONE LEVEL - Beautifully landscaped 3/4 acre lot that backs to trees - fenced patio area - 2 bedrooms with lots of windows and large closets - 2 full baths, one with a tub, one with a walkin shower - fabulous sunroom addition - quiet office area - updated kitchen with granite counters, newer cabinetry, beverage center with wine frig, large laundry area, large pantry closet, water conditioning system was just replaced, front load washer and dryer, money saving solar system in place (leased), gas fireplace in the living room with large mantle, large shed in backyard - 2 car garage with remote garage door openers and RV electric hookup. Marling Farms offers water access including a boat ramp and 4 beaches for residents to enjoy with playgrounds, pavilion, kayak storage, piers, ramp and breathtaking views. Residents enjoy walking and biking on the neighborhood streets. HOA fee is only $100 per year. This is the lifestyle you have been looking for.

1401 Calvert Rd, Chester

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Hyatt & Company Real Estate, LLC.

54 Queen Caroline Ct, Chester
$315,000
3 Beds ⋅ 3 Baths
Tucked inside the sought-after Queens Landing community, this beautifully maintained townhome delivers the space, layout, and low-maintenance lifestyle everyone loves, plus a rare private setting with no traffic behind the home. Step inside to an open, airy main level featuring luxury vinyl plank flooring throughout the living area and an easy flow that is perfect for everyday living and entertaining. The kitchen features bright white shaker-style cabinetry, updated approximately three years ago, sleek quartz countertops, and a lineup of appliances that have been replaced in recent years, including the stove, dishwasher, and washer. A front-load washer and dryer on the main level add extra convenience, and a powder room completes the first floor. Upstairs, you will find three bedrooms with wall to wall carpet for that cozy feel. The primary suite offers a vaulted ceiling, a quiet retreat vibe, and an en-suite full bath with a walk in shower. The second full bath is located in the hallway with direct access for both additional bedrooms, making the upstairs layout functional and guest friendly. The screened porch is a wonderful bonus space, finished with tile flooring and offering approximately 160 square feet to enjoy morning coffee or evening downtime. It also provides future potential to convert to a four season room for added conditioned living space. A dedicated storage closet off the porch is perfect for bikes, beach gear, and seasonal items. The roof has been replaced in recent years with 30-year architectural shingles, and the seller is offering a one-year home warranty for added peace of mind. Queens Landing is known for its charming coastal vibe, resort-style feel, and convenient location close to Kent Island shopping and dining, plus quick access to Route 50 for commuters and weekend escapes. Community amenities include an in-ground, heated waterfront pool, fitness center, pickleball and tennis courts, and a walking path along the Chester River. Move-in ready, thoughtfully cared for, and set in a peaceful spot within a favorite community, this one checks the boxes.

54 Queen Caroline Ct, Chester

Listing courtesy of Realty Navigator. Contact:

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

19 Prospect Bay Dr W, Grasonville
$837,000
3 Beds ⋅ 3 Baths
Buyers, get ready... Coveted Prospect Bay has a new beauty that is sure to turn heads! Thoughtful updates include new roof and hvac in 2023, complete kitchen remodel that is stunning (I'm talking removing walls and all!), new fence and deck and more! Backing to the golf course gives you scenic views with wild life on full display which can be enjoyed from the new deck and the modified open air living space (formerly a screened porch). Inside, the new kitchen is the HUB of the home with its generous island that is perfect for gatherings and entertaining. Main living room is anchored by propane fireplace and huge views of the golf course. Home office or sitting room and formal dining room, too. A total of 3 bedrooms (primary suite) and 2 full baths plus 2 car garage with interior access provides ample space to enjoy your 'Shore Life.'

19 Prospect Bay Dr W, Grasonville

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: RE/MAX United Real Estate.

614 Brookfield Dr, Centreville
$525,000
4 Beds ⋅ 4 Baths
Welcome to 614. Brookfield Drive in Sought-After North Brook! This beautifully maintained Colonial offers the perfect blend of space, thoughtful updates, and a functional layout designed for both everyday living and entertaining. The heart of the home is the updated kitchen featuring Frigidaire-Gallery kitchen appliances, gorgeous counters and coordinating backsplash. The kitchen offers space for a table and flows seamlessly into one of two spacious living rooms, creating an inviting and comfortable environment ideal for gatherings and modern living. Nine foot ceilings enhance the open and airy feel throughout the main living areas. Step outside to the oversized composite deck overlooking your spacious backyard — perfect for outdoor enjoyment, relaxation, and entertaining. Upstairs, you’ll find a spacious primary suite highlighted by a walk-in closet with custom shelving and built-ins, along with a well-appointed en-suite bathroom with walk in shower, corner tub, double vanity and wash closet. Three additional bedrooms provide flexibility for family, guests, or dedicated workspace. The fully finished basement offers valuable additional living space with a rec room, dedicated office, ample storage and a versatile flex room ideal for a home gym, or guest suite. Recent improvements include fresh paint throughout, modern black matte lighting, a high-efficiency hybrid heat pump system delivering energy savings, a tankless water heater providing continuous hot water, and a brand-new roof installed in 2025 with a transferable 50-year warranty. Located in the highly desirable North Brook community, residents enjoy amenities including a playground, soccer field, scenic ponds, pavilion, and wooded walking paths. All within a few miles from the historic district, shopping, dining, county recreation facilities, including a dog park, and just 25 minutes from the Chesapeake Bay Bridge. This home offers the ideal combination of comfort, efficiency, and location — don’t miss your opportunity to call North Brook home!

614 Brookfield Dr, Centreville

Listing courtesy of Samson Properties. Contact:

Selling Office: Douglas Realty LLC.

217 Ackerman Dr, Stevensville
$375,000
3 Beds ⋅ 1 Baths
Welcome to this beautifully updated rancher in the sought-after Romancoke on the Bay community on Kent Island. This is where coastal charm meets modern comfort. Nestled on a rare double lot, this home offers space, privacy, and access to one of the area’s most loved water-oriented communities, complete with a waterfront clubhouse and community amenities. Inside, you’ll find fresh paint, LVP flooring, and a bright, inviting layout anchored by a white kitchen with updated cabinetry. The home features three comfortable bedrooms and a large, updated bathroom, perfect for easy one-level living. A screened-in porch extends your living space outdoors—ideal for relaxing evenings and coastal breezes. Recent upgrades provide peace of mind and efficiency, including a fully encapsulated crawlspace (2025), new HVAC (2025), additional attic insulation (2025), and a roof and siding approximately 5 years young. The detached building adds excellent storage or workshop potential. Enjoy an unbeatable location near the Kent Island Cross Trail, Romancoke Pier, and waterfront lifestyle amenities, all while being minutes from shopping, dining, and commuter routes. This move-in-ready home offers the perfect blend of updates, space, and coastal living—a true Romancoke gem you won’t want to miss.

217 Ackerman Dr, Stevensville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Chaney Homes, LLC.

141 Redstart Dr, Chester
$879,990
3 Beds ⋅ 3 Baths
The Kerr on Lot 529 offers a well-balanced layout with thoughtfully selected finishes, scheduled for a March 2026 settlement. Featuring 3 bedrooms, 3 baths, and a 3-car garage, this home provides flexibility, functionality, and refined comfort throughout. Notable highlights include a dedicated home office, a screened patio for relaxed outdoor living, and a shiplap-accented fireplace that anchors the great room with warmth and character. These features make the home equally suited for everyday living and entertaining. The kitchen is fully equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lighting, and tile backsplash, all complemented by Quartz countertops that continue into the owner’s bath for a cohesive, upscale look. Hardwood flooring extends through the foyer, extended foyer, kitchen, dining area, great room, and HovHall, with tile in all full baths and the laundry room. Plush carpet in the owner’s bedroom, extra suite, Bedroom 2, and loft adds comfort in private spaces. The owner’s bath features a shower with seat, handheld shower wand, and double sinks, creating a spa-inspired retreat. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

141 Redstart Dr, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.

114 Birch Rd, Stevensville
$499,900
4 Beds ⋅ 2 Baths
Experience elevated living in this beautifully reimagined 4-bedroom, 2 full bath residence where modern elegance meets coastal charm. Every inch of this home has been luxuriously renovated with the finest materials and craftsmanship — including designer flooring, premium kitchen appliances, energy-efficient windows, and a state-of-the-art central air conditioning system. The open-concept layout flows effortlessly, featuring a spacious living room, sophisticated formal dining area, and an expansive great room perfect for entertaining in style. The serene primary suite offers a spa-inspired bathroom with luxurious finishes, creating the perfect retreat for relaxation and comfort. Outdoors, enjoy a sprawling front yard and a large, partially fenced backyard offering endless possibilities for outdoor gatherings, gardens, or even a future pool. Nestled in an exclusive water-access community, this home provides a rare opportunity to enjoy refined living with convenient access to serene waterfront amenities. Every detail has been perfected — this is where modern luxury meets timeless design.

114 Birch Rd, Stevensville

Listing courtesy of Five Star Real Estate. Contact:

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

145 N Lake Dr, Stevensville
$665,000
5 Beds ⋅ 3 Baths
4.375% mortgage interest rate is possible to qualified buyers with a seller paid 2-1 buy down, available for a limited time. Or the seller is willing to pay an equal amount towards a buyer's settlement fees. Contact the listing agent for details. This beautifully renovated multi-level home features over 3,000 sqft, and is situated on one of the nicest 1.3 acre lots in the community. It is within walking distance to the community's private waterfront access overlooking the Chesapeake Bay. The main level boasts an enormous, updated kitchen with large island, stainless steel appliances, LVP flooring, recessed lighting and a built-in blue tooth surround system. The main level also features a living room, dining area and has walk-out access to a bonus room/ sunroom. The upper level offers four bedrooms and two full bathrooms. The primary bedroom includes an updated private bathroom with custom tiled shower with dual shower heads, dual vanities and a walk-in closet. The lower level offers a family room with pellet stove and an additional 5th bedroom or office with full bathroom. The garage features heat and AC and will accommodate parking for 2 full size vehicles with a separate bay for a golf cart or motorcycles. An added bonus is the full- size laundry room with built-in cabinets and counter tops. The outdoor space includes a large rear deck overlooking the expansive yard with fire pit and oversized shed with electric. This home also features solar panels that will fully transfer to a new owner with the remaining finance balance paid in full by the sellers. Tower Gardens offers a private boat ramp and beach access.

145 N Lake Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Benson & Mangold, LLC.

141 Switchgrass Way Unit 34, Chester
$668,500
3 Beds ⋅ 3 Baths
**** NICE VIEWS OF THE CHESTER RIVER**** ***** LOWEST PRICED SEVERN MODEL**** K Hovnanian's Four Seasons at Kent Island is an active 55+ community on Maryland's Chesapeake Bay, offering island resort-style and maintenance-free living at its finest! Shows Like a Model!!! The Severn design is a spacious and airy 3 bedroom, 2.5 bath end-unit boasting an expansive open floor plan with over 2600 square feet of luxurious living space. This home features a lavish gourmet kitchen and dining area, a huge great room with sliding door access to a large corner balcony. The centerpiece kitchen is equipped with GE Profile appliances and gas stove top. Also, quartz counters with under cabinet lighting, and oversized kitchen island. The fantastic owner's suite has an adjoining sitting room with access to the balcony, an owner's spa bath and 2 oversized walk-in closets. Two large secondary bedrooms are located in a separate wing of the home and each features a walk-in closet and share a Jack and Jill bath. There are 10 closets, and 18 windows. Additional features include a separate laundry room and powder room. Enhanced decorator details include luxury plank flooring, recessed lighting, a garage with adjoining driveway/parking space and a large personal storage room which is a few short steps from the elevator. ***** KEEP IN MIND THIS SEVERN MODEL, WITH OVER 2600 SQUARE FEET OF LUXURY LIVING SPACE, IS AVAILABLE TO YOU NOW. PRESENTLY, THERE IS A 6- 7 MONTH WAIT FOR THE COMPLETION OF NEWLY CONSTRUCTED SEVERN MODELS, BUT THIS UNIT IS MOVE-IN READY AT A MUCH LOWER PRICE WITH PLENTY OF HIGH-END DESIGNER FEATURES AND UPGRADES ALREADY INCLUDED***** Brand New 24,000 Square Foot Clubhouse with stunning Chester River Views! Fantastic amenities include an outdoor infinity pool, indoor pool with on-duty lifeguard, fitness center, library, game room, electric and wood burning fire pits, Tiki bar equipped with refrigerators, sinks and television monitors, pier with transient boat slips, paved 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. Easy walk from this home to the Clubhouse. The community lifestyle director will keep you busy with daily activities such as yoga, a variety of exercise classes and an assortment of clubs including biking, billiards, book club, baking, mahjong, environmental club, trivia night and more. In addition to the weekly and monthly activities, residents can enjoy crab feasts, oyster roasts, and holiday gatherings throughout the year. This development is an unrivaled, amenity-filled, resort-style experience with convenient access to Annapolis, DC, Baltimore, and BWI. Kent Island offers multiple dining and shopping options, a nearby outlet mall, and a 6.5 mile cross-island trail surrounded by views of the Chester River.

141 Switchgrass Way Unit 34, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: RE/MAX Executive.

200 Bridgeview Ln, Stevensville
$7,000,000
8 Beds ⋅ 10 Baths
Commanding 18.67 private acres with sweeping views of the Chesapeake Bay and its iconic bridge, 200 Bridgeview Lane is a world-class waterfront estate of unprecedented scale and refinement. The residence harmonizes architectural grandeur with the serenity of coastal living. Approached through a gated drive that unfolds past manicured lawns and sculpted gardens, the property immediately establishes a sense of privacy and prestige. Every detail, from the hand-forged ironwork to the precision of its stone craftsmanship, reflects a commitment to excellence that is timeless and enduring. Inside, a dramatic double-height foyer reveals hand-milled trim, wrought-iron accents, and mahogany floors inlaid with imported stone. Expanses of glass capture 180-degree views of the Bay, drawing natural light into every corner and framing the horizon as a living work of art. Formal and informal living spaces flow effortlessly, united by coffered ceilings, bespoke millwork, and a sense of balance between grandeur and comfort. The gourmet kitchen is an entertainer’s masterpiece, anchored by custom cabinetry, professional-grade appliances, and a central island designed for gathering. It opens seamlessly to the grand parlor and a series of multi-tiered terraces overlooking the Bay, surrounding a heated pool and spa. Beyond, an outdoor pavilion with a summer kitchen, bar, and cascading fountains sets the stage for unforgettable entertaining beneath open skies. Occupying nearly 2,500 square feet, the primary suite serves as a sanctuary of peace and indulgence. It features a fireplace, sitting area, private office, and a terrace that captures sweeping water views. A spa-inspired bath with heated floors, dual vanities, soaking tub, and a marble shower complements a custom dressing room designed with meticulous detail. Each guest suite throughout the home is equally refined, offering its own private bath and distinctive character, ensuring every visitor experiences the same sense of thoughtful luxury. From the home’s state-of-the-art amenities to its effortless connection to the Chesapeake, this is an estate conceived not only for living but for legacy. Located just moments from Washington, D.C. and Baltimore, yet feeling worlds away, 200 Bridgeview Lane stands as a rare offering of seclusion, scale, and sophistication, where architectural artistry meets the infinite beauty of the Bay.

200 Bridgeview Ln, Stevensville

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

Selling Office: TTR Sotheby's International Realty.

208 Long Point Rd, Stevensville
$499,900
4 Beds ⋅ 3 Baths
Welcome to your brand new coastal retreat on beautiful Kent Island! This stunning 4-bedroom, 2.5-bath home is perfectly situated just one block from the water, offering a relaxed Eastern Shore lifestyle with modern luxury and comfort. Enjoy waterviews from the master bedroom, refreshing breezes, and all the charm of island living in this thoughtfully crafted home. Inside, you’ll find 9’ ceilings on the first floor, durable luxury vinyl plank flooring, and a striking hardwood staircase that adds warmth and style. The gourmet kitchen is a showstopper, featuring crisp white shaker cabinets, quartz countertops, stainless steel appliances, and a tile backsplash. The dining and living areas provide plenty of space for gatherings or quiet evenings at home. Upstairs, the spacious primary suite offers a peaceful retreat with a walk-in closet and beautifully appointed en suite bath with a double vanity and tile surround shower. Three additional bedrooms, a full hall bath, and a convenient second-floor laundry complete the upper level. Step outside and enjoy the island breeze from your composite deck with vinyl railings — perfect for morning coffee or evening sunsets. The welcoming concrete front porch adds classic curb appeal, and the 1-car garage provides convenience and extra storage. Located just steps from the water, you’ll love the easy access to Kent Island’s public piers and nearby boat ramps. Spend your days crabbing or fishing right off the community pier, only one block from your front door. Whether you’re boating on the Chesapeake Bay, biking along scenic trails, or dining at one of the island’s waterfront restaurants, this location offers the best of Eastern Shore living. Experience the laid-back island lifestyle — where every day feels like a vacation — while still being minutes from the Bay Bridge and convenient to Annapolis, Washington, D.C., and Baltimore. This is more than just a new home — it’s a way of life. Don’t miss your chance to own a brand new home on Kent Island with the water just steps away. Schedule your tour today and start living the island dream!

208 Long Point Rd, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

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

644 Moorings Cir, Stevensville
$562,000
2 Beds ⋅ 2 Baths
Welcome to Bay Bridge Cove, a premier 55+ community on beautiful Kent Island. This sought-after, light-drenched Laurel model is located on a premier, private lot that backs to a conservation area. The many upgrades include an expanded floor plan, upgraded kitchen with premium cabinetry, countertops, and appliance packages, upgraded LV flooring, custom crown molding, and so much more! The open floor plan features a spacious great room with a cozy fireplace, a large dining room, and a bump-out sunroom that opens to a beautiful custom two-level patio with gorgeous wooded views. The large primary suite offers a sitting room/office, a custom upgraded bath, and a large walk-in closet; the front guest bedroom/den is adjacent to a second full bath. This amenity-rich community offers an outdoor pool, tennis, pickleball, and bocce ball courts, a crab shack, community herb and vegetable gardens, walking paths, a community center with an exercise room, a meeting room, a library, a game room, and a dog park. The community is ideally located, less than 5 minutes to the Bay Bridge, shopping, golf, and waterfront restaurants, walking distance to the Kent Manor Beach Club, and easy access to the Cross Island Trail, public parks, Annapolis, BWI, Baltimore, D.C., Eastern Shore beach towns, and multiple nationally recognized medical facilities. A perfect place to call home!

644 Moorings Cir, Stevensville

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

Selling Office: Unrepresented.

5 Mariners Way Unit 2, Stevensville
$255,000
2 Beds ⋅ 2 Baths
This charming 2-bedroom, 1.5-bathroom townhouse offers a blend of modern comfort and community living. The interior features luxury vinyl plank and carpet and ceramic tile flooring in selected areas, complemented by a traditional floor plan. Enjoy cooking in the well-equipped kitchen with stainless steel appliances, including a dishwasher and microwave, and a convenient pantry. The main floor laundry adds to the ease of living. Step outside to discover community amenities, including an in-ground pool and access to Cox Creek for boating, fishing, and kayaking (community slips are on a wait list). The property includes an attached garage and additional off-street parking. Located in a vibrant neighborhood, residents benefit from nearby parks, excellent schools, and essential public services. The association maintains common areas, ensuring a well-kept environment. Experience a lifestyle that balances tranquility with community engagement in this delightful home.

5 Mariners Way Unit 2, Stevensville

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

Selling Office: The KW Collective.

202 Mchenny Ct, Chester
$825,000
3 Beds ⋅ 3 Baths
Beautiful Home in Gibson’s Grant with Elevator, Open Floor Plan & Two-Car Garage Welcome to this beautifully appointed home in the sought-after waterfront community of Gibson’s Grant on Kent Island. This residence offers a perfect blend of comfort, style, and convenience — featuring a spacious open floor plan and an attached two-car garage. No need to worry about stairs — a full elevator effortlessly transports you to the grand second-floor primary suite, complete with a cozy sitting area and private porch. Throughout the home, you’ll find thoughtful upgrades, including a gourmet kitchen with granite countertops, hardwood floors, custom trim, and elegant finishes that make this property truly special. Enjoy the charm of the screened side porch, a beautifully landscaped English-style yard with brick patio, gardens, and fencing that provides both beauty and privacy. With three bedrooms and a den that can easily serve as a fourth bedroom or home office, this home offers versatile living space for any lifestyle. You’ll also enjoy peekaboo water views and the exceptional amenities that make Gibson’s Grant so desirable. Established in 2007, this 280-home community is nestled between the Chester River and Macum Creek, offering a community pool, clubhouse, fitness center, bocce court, pier, kayak launch, and playground and much more. Conveniently located near shopping, Starbucks, restaurants, the Kent Island Cross Island Trail, and just minutes from the Bay Bridge, this home offers the best of Kent Island living.

202 Mchenny Ct, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

49 Queen Guinevere Way, Chester
$524,500
2 Beds ⋅ 3 Baths
Under contract with a home sale contingency and kick-out clause; seller is actively accepting showings and backup offers!! Welcome to Queens Landing, where resort-style living meets the comfort of home. This beautifully updated townhome offers 1,440 square feet of thoughtfully designed living space plus an open sunroom, adding approximately 160 additional square feet, creating a seamless and spacious floor plan ideal for everyday living and entertaining. Enjoy panoramic water views from every room - lake and fountain views from the kitchen and second bedroom, serene Macum Creek views from the living area, and expansive Chester River vistas from your sunroom and private patio. Wake up to breathtaking sunrises and wind down under the motorized awning as boats pass by in the distance. This two-bedroom home features dual en-suite baths, including a fully remodeled primary bathroom with a custom walk-in shower and sliding barn door. The kitchen is equipped with newer, beautiful soft-close cabinets, sleek countertops, modern appliances, and an extra pantry for added storage. Luxury vinyl plank flooring flows throughout the main level, while plush carpeting offers comfort upstairs. Additional highlights include a newer HVAC system, water heater, and fresh paint throughout. An expansive attic and a dedicated storage room provide plenty of space to keep your belongings organized and out of sight. The building exterior was rehabilitated in 2018, including new windows, and a 30-year architectural shingle roof was installed in 2021. All required annual inspections have been completed, ensuring peace of mind. Queens Landing offers unmatched community amenities including a waterfront pool, fitness center, clubhouse, pickleball and tennis courts, walking trails, and kayak launch areas—all just minutes from Route 50 and the Bay Bridge. This is your opportunity to own a turn-key waterfront lifestyle in a vibrant and well-maintained community. The seller is also offering a 30-foot boat slip at the Queens Landing Marina with dues paid until March of 2026 and is selling a 2019 Sportsman 28-foot center console boat (grey/white with twin 200 Yamaha engines), available separately upon request. It’s the perfect combination for any boating enthusiast; a true boater’s dream.

49 Queen Guinevere Way, Chester

Listing courtesy of Realty Navigator. Contact:

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

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