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$615,000
3 Beds ⋅ 3 Baths
Welcome to 20714 Wilkins Avenue, a rare opportunity in the heart of charming Rock Hall. Perfectly positioned less than two blocks from the beach, this home is within walking distance of local favorites including Blue Heron Oyster House, Muskrat Alley Café, and the marinas at Osprey Point and Haven Harbour, making it easy to enjoy everything this beloved Chesapeake Bay town offers. Situated on an oversized double lot! This property offers exceptional flexibility and future potential. Whether you’re looking for room to expand, extra outdoor space, or as a short term rental with multiple accommodations, properties like this are rarely available this close to downtown. The 3-bedroom, 2.5-bath home has been thoughtfully updated with a stunning brand-new primary bathroom and new powder room while maintaining its coastal charm. A detached shed has been transformed into additional guest quarters, equipped with a propane stove and window air conditioner, creating the perfect space for visiting family and friends. Step outside to your private 18-foot, three-season gazebo, complete with electricity and perfectly positioned to overlook the water. Whether you're enjoying your morning coffee, watching boats glide in and out of the harbor, or taking in breathtaking sunsets, this inviting space offers the perfect setting to relax and enjoy the beautiful water views. With its prime location, generous lot size, and versatile layout, this property would make an exceptional full-time residence, vacation getaway, or income-producing short term rental. Opportunities like this in downtown Rock Hall don’t come along often.

20714 Wilkins Ave, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

$469,000
5 Beds ⋅ 4 Baths
Experience coastal living in this stunning new construction home in the heart of Bowers Beach! Offering 5 bedrooms, 3.5 bathrooms, a versatile second-story loft, and thoughtfully designed living space, this elevated home combines modern finishes with the laid-back charm of Delaware’s waterfront lifestyle. Inside, you’ll find luxury vinyl plank flooring, stylish finishes, ceiling fans throughout, and a floor plan that’s perfect for both everyday living and entertaining. The spacious second-story loft provides endless possibilities as a family room, home office, playroom, or guest retreat. Step outside onto the rear deck to enjoy peaceful mornings, evening sunsets, and refreshing coastal breezes. Situated in a quiet beach community, this home offers beautiful surrounding views while being just moments from the beach, boating, fishing, kayaking, and local dining. The elevated design provides parking and additional storage beneath the home, making it as practical as it is beautiful. Whether you’re looking for a full-time residence, vacation getaway, or investment opportunity, 55 Williams Ave offers the perfect blend of coastal charm, modern comfort, and low-maintenance new construction. Property Highlights: * 5 Bedrooms | 3.5 Bathrooms * Versatile second-story loft * Brand-new construction * Luxury Vinyl Plank flooring throughout * Ceiling fans throughout * Open-concept layout * Spacious rear deck * Elevated home with covered parking and storage * Quiet Bowers Beach location * Beautiful surrounding views * Minutes from the beach, marina, boating, fishing, kayaking, and local dining Enjoy the best of Delaware’s coastal lifestyle in a beautifully crafted new home that’s ready for its first owners.

55 Williams Ave, Frederica

Listing courtesy of Iron Valley Real Estate at The Beach. Contact: (302) 541-8787
$469,000
5 Beds ⋅ 4 Baths
Welcome to 49 Williams Avenue, Frederica, DE—a stunning brand-new construction home located in the coastal community of Admirals Point within the charming town limits of Bowers Beach. With no HOA, this exceptional property offers the freedom to enjoy coastal living without additional community restrictions (some deed restrictions apply). Offering 5 bedrooms, an office, and a spacious second-floor loft, this thoughtfully designed home provides the perfect combination of modern luxury, functional living, and the relaxed Delaware Bay lifestyle. Step inside to an inviting open-concept floor plan where the living room, dining area, and kitchen flow seamlessly together, creating the ideal space for entertaining and everyday living. The beautifully appointed kitchen features elegant quartz countertops, a stylish tile backsplash, soft-close cabinetry and drawers, a large center island, stainless steel appliances, a walk-in pantry, abundant storage, and numerous windows that fill the home with natural light. The main level also offers a dedicated office, convenient laundry room, half bath, and a private first-floor bedroom complete with its own full bathroom—perfect for guests, multi-generational living, or visiting family and friends. Step outside onto the rear deck and unwind while enjoying the peaceful coastal surroundings. Upstairs, you'll find four additional bedrooms, a spacious loft that serves as an excellent second living area, and a luxurious primary suite featuring views of the Delaware Bay from the window and a beautifully finished en-suite bathroom with upscale finishes and a walk in closet. A second full bathroom comfortably serves the remaining three bedrooms. Outside, the paved driveway provides parking for up to four vehicles. Located less than a half mile from the public beach and public boat ramp, you'll enjoy direct deep-water access to the Delaware Bay for boating, fishing, kayaking, and endless waterfront adventures. Experience everything Bowers Beach has to offer, including local restaurants, parks, sandy beaches, and year-round community events, including the famous annual Pirate Festival. Whether you're searching for a full-time residence, vacation getaway, or investment opportunity (short term rentals allowed), this exceptional new construction home in Admirals Point offers the opportunity to embrace the coastal lifestyle you've been dreaming of—all with the added benefit of no HOA. Home comes with a 3 year home warranty and a 10 year structural warranty! Don't miss your chance to own a brand-new home in one of Delaware's most charming waterfront communities!

49 Williams Ave, Frederica

Listing courtesy of Iron Valley Real Estate at The Beach. Contact: (302) 541-8787
$375,000
3 Beds ⋅ 2 Baths
Sweet corner property in downtown Rock Hall, right on the 4th of July parade route! Just two blocks from the Rock Hall Harbor/ Chesapeake Bay. A welcoming home with a spacious kitchen and formal dining room, or enjoy meals outside in the fenced-in back yard! The large living room has hardwood floors and a wood stove for cozy winter nights. This home features a hard to find first-floor primary bedroom! Upstairs offers two additional bedrooms, a full bath, and an additional office or activity room. The home is situated on a large corner lot, set back from Main St., offering privacy and nice yard space. The charming garage with a loft is a great space for storage or a workshop. Close to all Rock Hall has to offer: marinas, shops, restaurants, and the Chesapeake Bay! This popular vacation rental could continue as an income producer but would also make a fantastic full-time residence. Being sold turn-key, just unpack your bags and enjoy. The homes hot water heat has been updated, zoned to both floors. Tankless hot water heater.

5686 S Main St, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

$325,000
2 Beds ⋅ 2 Baths
Welcome to Rigbie Bluff, where coastal charm meets modern comfort. This rare furnished 2-bedroom, 2-bath end-unit top floor condominium offers panoramic views of the upper Chesapeake Bay and Sassafras River, a deeded boat slip with boat lift, and exceptional community amenities. Situated on the third floor and perfectly positioned to capture abundant southern sunlight, this move-in-ready residence features sliding glass doors in both the living room and primary bedroom, opening to a spacious waterfront covered balcony that spans the entire rear of the unit. Enjoy spectacular views of sailboats, yachts, and passing ships while relaxing from the comfort of your home. The bright, open-concept interior includes an updated kitchen with new appliaces, tile backsplash and composit counter-tops, New luxury vinyl plank flooring throughout the home. Outside, residents enjoy easy access to the community's saltwater pool, private pier, and some of the area's finest waterfront recreation. The deeded boat slip, on the deep end of the dock and included boat lift provide immediate access to the Chesapeake Bay and surrounding waterways. A large private storage area on the lower level, complete with its own separate entrance, offers ample space for kayaks, bicycles, boating equipment, or a workshop. The unit also includes a reserved parking space directly in front, along with abundant guest parking nearby.Recent condominium association improvements include comprehensive exterior siding replacement, foundation and deck repairs across all five buildings, installation of dock ice-breaker pilings, conversion of the community pool to saltwater, and replacement of the wood walkways.Ideally located within walking distance of Betterton Beach, a renowned waterfront restaurant, public tennis courts, and a playground, this property provides the perfect setting for both year-round living and weekend escapes. Explore historic waterfront towns, nature parks, and countless rivers, creeks, and coves throughout Maryland's Eastern Shore from your own waterfront retreat.Whether you're seeking a full-time residence, vacation home, or boating getaway, this exceptional Rigbie Bluff condominium delivers comfort, convenience, and breathtaking Chesapeake Bay views.

10 Ericsson Ave Unit #32, Betterton

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3023515000
$535,000
4 Beds ⋅ 3 Baths
Stunning custom-designed Cartwright Elevated model built in 2025 and loaded with premium upgrades throughout. Better than new and priced below appraised value, this exceptional home offers over $100,000 in post-construction enhancements and is ready for immediate occupancy. Privately situated with tranquil pond and woodland views, the property features a spacious custom composite deck, fully fenced backyard, and inviting front porch, creating the perfect balance of privacy and community living. Built with Insight Homes’ renowned commitment to quality and energy efficiency, the home includes a 5kW solar package, insulated concrete block foundation, 50-year architectural shingles, tankless water heater, whole-house water conditioning system, and Manabloc plumbing distribution system. The open-concept floor plan showcases soaring ceilings, luxury plank flooring, wide hallways, architectural detailing, and abundant natural light. The gourmet kitchen is a true centerpiece, featuring quartz countertops, an oversized center island with built-in microwave, farmhouse sink, 36-inch five-burner gas range, dual wall ovens, pantry, and upgraded cabinetry. A formal dining room offers flexibility as a home office, while the adjoining morning room provides additional living and entertaining space. The main level offers three bedrooms, including a luxurious primary suite, while the upper level features a private loft-style bedroom suite plus a vented bonus room ideal for storage, media, or hobby space. Additional upgrades include a custom stone gas fireplace, Rain Bird smart irrigation system, EV charging outlet, central vacuum, Nest video doorbell and floodlight camera, whole-house cell signal booster, hardwired exterior speakers, upgraded washer and dryer, and included mounted televisions. Located in the sought-after Cattail Creek community, known for its pride of ownership and welcoming atmosphere, this meticulously upgraded home offers luxury, efficiency, and worry-free living. Vacant and easy to show—schedule your tour today.

183 Galena Rd, Frederica

Listing courtesy of Crown Homes Real Estate. Contact: (302) 504-6147
$1,450,000
4 Beds ⋅ 5 Baths
Welcome to 22470 Fairgale Farm Ln, a spacious home and property perched over Fairlee Creek, with an assigned boat slip.  3.55 acres, partly wooded, exceptionally landscaped, and perfectly framed water views. Walk down to the water to enjoy the views or launch a kayak.  The deep-water boat slip, outfitted with a boat lift, is just a short distance away. The home features 4 bedrooms and 5 full bathrooms, plus a large loft that could be used as an additional bedroom. The large eat-in kitchen has expansive windows that perfectly frame the water view. A great spot for entertaining! Doors in the kitchen lead to the waterfront deck, spanning the front of the home.  A new roof was installed in June, 2026. In both sitting rooms, you’ll find fireplaces that have been conveniently updated to propane. The first-floor primary bedroom opens up to the waterfront deck and offers a fantastic water view, as well as a large bathroom that was recently updated.  Upstairs you’ll find two waterfront bedrooms, one with an updated attached bath. There's a second full bathroom and ample closet space in the hallway.  Downstairs, there are two additional full bathrooms and a large bedroom. Above the kitchen sits the light-filled loft, a great office, studio, or extra bedroom.  The exterior has a generous front porch, outdoor shower, circular drive, 2-car garage, fenced dog run, and additional garage space connected to the basement.  This light-filled waterfront property is located 15 minutes away from the waterfront community of Rock Hall and historic Chestertown.

22470 Fairgale Farm Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$650,000
4 Beds ⋅ 2 Baths
Spacious in-town home with coastal charm, just 1 block from the Rock Hall beach on the Chesapeake Bay!  This home offers a luxe front porch, as well as a screened-in porch, perfect for meals and entertaining. The large family room boasts a gas fireplace, built-in shelving, wood ceilings, and a sunny balcony featuring a striped awning.  The eat-in kitchen has updated appliances and ample room; it opens up to the front sitting room. Just around the corner is the light-filled formal dining room. Two first-floor bedrooms share a full bathroom. Two additional bedrooms upstairs share a full bathroom. This home offers the sought after first floor living option, with ample room for guests. There is a two-car garage with interior access and plenty of room for storage, hard to find in Rock Hall.  The outside space has been lovingly landscaped, including a beautiful perennial pollinator garden running the length of the driveway.  This property is move-in ready for the summer! A short distance to the Rock Hall beach, many dining options, ample marinas, and shops. Don’t miss this in-town gem! This home is move in ready! The sellers are selling turn-key with contents.

20694 Mercer Ave, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

$549,900
3 Beds ⋅ 2 Baths
A beautifully designed former model home featuring spacious single-level living, an open split-bedroom layout, and thoughtfully selected upgrades throughout. This VANDELAY combines large gathering spaces, vaulted ceilings, designer finishes, and exceptional kitchen storage into a home that feels much larger than its footprint. The owner's suite is privately located opposite the guest bedrooms, creating separation and comfort for both homeowners and visitors. Situated on a 3/4+ acre homesite with public water and sewer, this home also features a super low HOA fee. Furniture, décor, and furnishings are not included. [MAIN LIVING]: Spacious open-concept layout; Split-bedroom design; Vaulted living room ceiling; 4-foot rear extension; Gas fireplace; Designer lighting; Additional recessed lighting; Luxury vinyl plank flooring. [KITCHEN & BATH]: Exceptional kitchen cabinet storage; Kitchen island with cabinetry; Tiled backsplash; Under-cabinet & over-cabinet lighting; Tiled owner’s shower; Tiled bench seat in owner’s bath. [OTHER FEATURES]: Large front porch; 3/4+ acre homesite; Irrigation with separate well; Garage service door; Dual fuel HVAC system; Public water and sewer; Super low HOA fee.

70 River Run Blvd, Felton

Listing courtesy of HomeZu by Simple Choice. Contact: (855) 885-4663
$689,000
3 Beds ⋅ 3 Baths
Your own paradise is waiting for you here in a hidden beach on the Delaware Bay! Kitts Hummock Beach is a quiet and peaceful Bay community with Picturesque and Captivating scenic views of Wetlands, Conservation Areas and Nature trails. Close to Dover for shopping and conveniences. Delaware’s Ocean beaches a hour+ away. This Amish built custom home is quality construction. When you walk in the Beautiful Hardwood floors are throughout. Neutral color palette. Lots of Natural lighting. Cozy living room. Great Kitchen with Breakfast Bar. Stainless Steel Appliances, Gas range, microwave, dishwasher and refrigerator with ice maker. First level has a main bedroom with full bathroom. Laundry room. Powder room. 2nd level has 2 bedrooms that over looks the wetlands. 1 full bath. Ceiling fans , central air, Energy star heating system ( propane) and Tankless hot water system. Pre wired for a cargo lift/ elevator. Note: 51 N Bay lot with Garage next to this property is not included but is an option to purchase.

39 N Bay Dr, Dover

Listing courtesy of RE/MAX Associates-Hockessin. Contact: 3022343800
$898,000
3 Beds ⋅ 4 Baths
Newly constructed three-bedroom townhome with fantastic water views from the living level and bedrooms! Spacious open living space featuring a gourmet kitchen; 5-burner induction range, ample cabinet space, and a large island for entertaining. The home is filled with natural light and boasts multiple balconies and a front porch for relaxing. You'll love the warm hardwood floors throughout the home. On the second level you'll find two bedrooms and two bathrooms. The third bedroom encompasses the entire third floor and has a great view of the Chester River. You'll enjoy the large back balcony with views of historic Chestertown. The third level could be used as the primary bedroom; there is a large full bathroom and closet. The townhomes have a private driveway, so you'll never worry about finding a parking space. Take advantage of the easy access to Wilmer Park and Chestertown Marina, located just across the street. This townhouse is located in the heart of all Chestertown has to offer! Just a short distance to shops, restaurants, renowned bakeries, and the year-round farmers market by Fountain Park. You will have a front-row seat to the Downrigging Festival! Not to mention the many festivals held in downtown Chestertown throughout the year.

226 S Water St, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$540,000
3 Beds ⋅ 3 Baths
Deck was washed and stained on 5/20/26! Built in 2018, this custom coastal raised home is ideally located just one block from the Chesapeake Bay, offering the perfect blend of relaxation, recreation, and investment potential. Enjoy easy access to Rock Hall’s 12 marinas, Ferry Park Beach, local restaurants, shops, and charming downtown—all just a short walk, bike ride, or drive away. Nature lovers will appreciate the close proximity to Eastern Neck Island National Wildlife Refuge, where you can explore by foot, kayak, or bike. Designed for both everyday living and entertaining, the home features an oversized two-car garage with abundant parking—ideal for storing kayaks, paddleboards, bikes, jet skis, and more. The spacious, private backyard sets the stage for gatherings with a fire pit and over 1,000 square feet of wraparound decking invites you to take the party upstairs. A covered porch offers the perfect spot to relax and enjoy summer storms or gentle coastal breezes, and the outdoor shower makes rinsing off after a day on the Bay a breeze. Inside, you’ll find beautiful hardwood floors throughout, generously sized bedrooms, and a thoughtfully designed layout. The primary suite includes dual closets—one being an oversized walk-in—a full en-suite bath with tub/shower combo, and private deck access complete with a TRX workout area. The main living level showcases a bright, open-concept floor plan with stunning 360-degree views, ideal for entertaining. The top level features stainless steel appliances, granite countertops, and walls of windows that flood the space with natural light and capture glimpses of the Bay. Multiple sliding glass doors on every level seamlessly connect indoor and outdoor living, making the expansive decks a true extension of the home. Furnishing will be offered to be purchased making this turnkey, this property also boasts a proven rental history with three years of returning Airbnb and VRBO guests—providing excellent income potential for the weeks you’re not enjoying it yourself. Annual income details available upon request. Don’t miss this exceptional opportunity to own your slice of the Bay lifestyle!

21186 Chesapeake Ave, Rock Hall

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$499,900
2 Beds ⋅ 1 Baths
Become the ENVY of all your family and friends! Enjoy the ease of single-level living with a blank canvas ready for your imagination. Tucked away from the hustle and bustle, this waterfront gem offers a rare opportunity to create the coastal getaway you’ve always envisioned. Renovations are already underway, giving you a head start to finish the home in your own personal style. With the potential for up to three bedrooms, the flexible layout can easily be customized to fit your needs. A one-car garage adds everyday convenience, while the true highlight is the expansive wooden deck leading to a private dock with a charming covered porch—perfect for fishing, boating, crabbing, or simply relaxing while taking in the peaceful water views. Paddle your kayak across the river to JP’s Wharf or the popular Bayview Inn for great food and live music. Enjoy seasonal small-town celebrations in North Bowers and the welcoming local community. Ideally located with great investment potential, this property is just minutes from DE Turf Sports Complex and a short drive to Milford for shopping, dining, pubs, and farmers markets. Conveniently situated for easy trips to Lewes, Rehoboth Beach, Dewey Beach, and Ocean City. Whether you’re dreaming of a sleek modern retreat or a cozy beach bungalow, this property is filled with possibilities. Create your own slice of paradise in one of Delaware’s hidden coastal communities. Property is being sold as-is. Exterior photos have been enhanced by Chatgpt to show a sunny day.

4404 S Bowers Rd, Milford

Listing courtesy of The Watson Realty Group, LLC. Contact: (302) 422-4400
$765,900
3 Beds ⋅ 3 Baths
**To be built! Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room with gas fireplace, gourmet kitchen, and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath and large walk-in closet. There are two additional bedrooms that share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

#37 Landing Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$753,500
3 Beds ⋅ 3 Baths
**To be built! Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room with gas fireplace, gourmet kitchen, and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to a private second floor balcony. There are two additional bedrooms that share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

#36 Landing Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$786,900
3 Beds ⋅ 3 Baths
**To be built! Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room with gas fireplace, gourmet kitchen, and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to a private balcony. There are two additional bedrooms that share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

#35 Landing Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$813,900
3 Beds ⋅ 4 Baths
**To be built! Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 3.5 baths. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining area—perfect for entertaining. There's also a private study, which could be used as additional space for guests. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and sliding doors to the second floor balcony. There are two additional bedrooms, each with their own full bathroom. the upstairs is complemented by a convenient second-floor laundry. This home is designed with future needs in mind, offering the option of a residential elevator for effortless access to all levels. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

104 Landing Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$1,099,900
4 Beds ⋅ 4 Baths
**To be built! Welcome to this beautifully designed 2,784 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 4 bedrooms and 3.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. There is a first floor primary bedroom for one-floor living options. Upstairs, the second primary suite features a spa-like bath, large walk-in closet, and access to the private balcony. Two additional bedrooms share a full bathroom. Catch a glimpse of the Chester River from the front porch or upper covered balcony, the perfect place to enjoy morning coffee or evening cocktails. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club. Listing Office

#25 Landing Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$839,500
3 Beds ⋅ 3 Baths
**To be built! Welcome to this beautifully designed 1,980 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to the private balcony. Two additional bedrooms share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Catch a glimpse of the Chester River from the front porch or upper covered balcony, the perfect place to enjoy morning coffee or evening cocktails. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

102 Little Harbor Way, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$799,900
3 Beds ⋅ 4 Baths
**To be built! Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 3.5 baths. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining area—perfect for entertaining. There's also a private study, which could be used as additional space for guests. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and sliding doors to the second floor balcony. There are two additional bedrooms, each with their own full bathroom. the upstairs is complemented by a convenient second-floor laundry. This home is designed with future needs in mind, offering the option of a residential elevator for effortless access to all levels. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

106 Landing Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$1,459,000
3 Beds ⋅ 3 Baths
**To be built! Welcome to this beautifully designed 2,231 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room, with gas fireplace ,to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, walk-in closets, and doors to the private waterfront deck. Two additional bedrooms share a full bath. the upstairs is complemented by a convenient second-floor laundry. Enjoy broad water views and breathtaking sunrises over the Chester River. The covered porch and expansive windows create a seamless connection to the outdoors, enhancing the waterfront lifestyle of this sought-after community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! Nestled in the sought-after Chester River Landing community, this home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

Little Harbor Way Unit #1, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$849,900
3 Beds ⋅ 3 Baths
**To be built! Welcome to this beautifully designed 1,980 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to the private balcony. Two additional bedrooms share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Catch a glimpse of the Chester River from the front porch or upper covered balcony, the perfect place to enjoy morning coffee or evening cocktails. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

104 Little Harbor Way, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$545,000
3 Beds ⋅ 2 Baths
Experience the allure of waterfront living with this stunning condominium, perfectly situated to offer breathtaking views of the Chesapeake Bay and the Rock Hall Harbor. Inside, you are greeted by an inviting ambiance, accentuated by updated kitchen and flooring that seamlessly blend style and functionality. Whether you’re an aspiring chef or simply enjoy the art of entertaining, the modern kitchen is designed to inspire culinary creativity, boasting stainless steel appliances and ample storage space. Just up the stairs you will find two large guest bedrooms, washer and dryer, and a full bathroom. The primary bedroom is located on the third level with a view of the Bay. You'll love the large private balcony overlooking the Chesapeake. The primary bathroom has a soaking tub as well as a shower, and a walk-in closet with ample space for storage. This residence is located a short stroll from marinas, a vibrant array of restaurants, and downtown shops. Easy access to festivals throughout the summer and fall, enjoy a delightful day out or a cozy evening at your favorite eatery. The charm of this location is not just limited to daytime adventures; it transforms into a magical setting at night! The best part is the unobstructed views of spectacular 4th of July fireworks, all from the comfort of your own home. This condominium offers relaxation and convenience while taking in all the charms of Rock Hall. With a focus on comfort, every corner is thoughtfully designed to cater to your needs, blending modern amenities with the natural beauty of its surroundings. Don’t miss the opportunity to make this beautiful condominium your own! Embrace the coastal lifestyle and let the Chesapeake Bay become your new escape.

21090 W Sharp St Unit #133, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact: