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321 Blue Heron Rd, Dover
$1,100,000
3 Beds ⋅ 3 Baths
Kent County Country Estate. Welcome home to 321 Blue Heron Rd, Dover. This custom-built home by Kevin Yencer, is truly one of a kind. Located on a 2.6-acre lot in country setting. This 3,019 Squarefoot home with Two Pole buildings does not disappoint. Front Porch entry way into the Foyer. To the Left is a formal Living room with French Doors. To the Right is the formal Dining room. Large Open Concept Living. Gas Fireplace warms the Family room, Kitchen with Eat-in area overlooking your private back yard. The Kitchen is a chef's dream. Granite Countertops, Stainless Steel Appliances, 42" Cabinets, and Farmhouse Sink. Primary Bedroom Is nicely sized with a ton of natural light. Large Closets and Au Suite Bath. The two other bedrooms are on the opposite side of the house with full bath in between. Each bedroom is large in size and great closet space. Upstairs there is a bonus room great for man cave or teen hang out. Screened in porch just off Family room. Outside is a great entertainment space. Wonderful Patio overlooking back yard. Fire Pit Area, Grilling Area and Basketball Court. Yard backs to Farmers Field. Beautiful wildflower Patch and Pond are on the Property. Two Large Pole Buildings (1 50 X 50 and 1 30 X 30) are also on this property. Bring your business or ideas for space. Close to all Dover Has to Offer. Put this home on your tour list today.

321 Blue Heron Rd, Dover

Listing courtesy of Keller Williams Realty Central-Delaware. Contact:

no property photo
$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, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

3298 Canterbury Rd, Milford
$1,085,000
4 Beds ⋅ 4 Baths
Welcome to your private, sun-drenched countryside sanctuary! Tucked peacefully back down a sweeping paved drive on a breathtaking 9.64-acre lot with NO HOA, this magnificent 2-story Colonial warmly greets you with a dramatic, double-height grand foyer and curved staircase. Radiant natural light pours through an abundance of oversized windows, beautifully illuminating the entire main level. To your left, find a spectacular double-height formal great room that flows seamlessly into an open-concept, double-height family room featuring a cozy fireplace and direct access to your rear patio. The heart of the home is the expansive gourmet kitchen, complete with a center island and ample storage. Perfect for long-term comfort or multi-generational living, the entry level boasts a spacious primary bedroom suite with a private ensuite bath and a large walk-in closet. Step outside into a backyard resort paradise featuring a sparkling in-ground pool, concrete patio, and a fully equipped luxury pool house. Storage is unmatched with a full-footprint walk-out basement in the main house PLUS a rare, dedicated extra storage basement in the pool house. For car enthusiasts or hobbyists, enjoy a spacious attached 3-car garage PLUS a separate, massive detached 3-car garage/workshop! Minutes to the Mispillion Riverwalk, Abbott's Mill Nature Center, Route 1 & 13, and Delaware beaches. Your dream estate awaits!

3298 Canterbury Rd, Milford

Listing courtesy of The Parker Group. Contact:

5326 Williamsville Rd, Milford
$1,049,000
5 Beds ⋅ 4 Baths
HUGE PRICE IMPROVEMENT with this extraordinary estate, offering two tax parcels totaling 12.27 acres of beautifully maintained grounds. The property includes 7.17 irrigated acres and an additional 5.1-acre parcel, creating a private retreat unlike any other. The award-winning landscape has been recognized as "Garden of the Year" and features meticulously maintained gardens, a picturesque stream and pond, a charming gazebo, and walking trails winding through mature woodlands.The classic Cape Cod home showcases refreshed cedar plank siding, flagstone accents, and brand-new architectural shingles installed in 2026. A newly completed (06/26) 5-bedroom gravity septic system provides added value and peace of mind. Inside, refinished hardwood floors extend throughout much of the first floor, including an elegant foyer featuring decorative parquet flooring. The kitchen blends timeless walnut cabinetry with modern updates and includes stainless steel appliances and two full-size ovens. The sun-filled all-season room, equipped with its own split-unit system, offers panoramic views of Tantrough Branch as it flows from Griffiths Lake to Blairs Pond. Just outside, a spacious deck and hot tub create the perfect setting for entertaining or relaxing. The inviting family room features a traditional wood stove, helping keep utility costs low during colder months. The first-floor primary suite offers hardwood flooring, scenic stream views, a walk-in closet, and a private ensuite bath. Guests will appreciate the additional first-floor two half baths.Upstairs, you'll find four additional bedrooms, a large bonus room, and a full bath. A cedar closet adjacent to the bathroom presents an excellent opportunity for a second upstairs bath or laundry area. A pull-down attic provides additional storage space, while the whole-house fan allows cool evening air to circulate naturally during summer months. The home is served by a dual HVAC system, including a heat pump and a geothermal system replaced within the last decade. Built with exceptional craftsmanship and durability, the home features 12-inch block construction, a testament to the quality and attention to detail rarely found today. The mostly finished basement offers versatile living space ideal for recreation, fitness, or relaxation, highlighted by a beautiful flagstone gas fireplace. Additional storage rooms, utility sinks, a central vacuum system, and utility areas provide outstanding functionality. A stairway leads directly from the basement to the oversized attached two-car garage. Additional improvements include: -Detached matching three-car garage with unfinished attic space above -Heated in-ground pool with diving board and slide -Stamped concrete surround and black aluminum fencing -Two Amish-built storage sheds with electricity -Expansive outdoor entertaining areas Whether you're seeking a private family estate, exploring the potential for a boutique venue or bed-and-breakfast opportunity, or simply looking for an exceptional property to call home, this remarkable offering delivers.An appraisal on file exceeds the current listing price, presenting a rare opportunity for immediate equity and future customization. Properties of this caliber seldom become available. Schedule your private tour today. The property has been well maintained and is in good condition being sold as-is. Listing Agent is related to Seller, however has no financial interest.

5326 Williamsville Rd, Milford

Listing courtesy of Keller Williams Realty. Contact:

5321 N Dupont Blvd, Dover
$999,000
Exceptional opportunity to acquire the Dover headquarters property of an established Delaware organization with a multi-location operating history dating back to 1996. Located at 5321 N. DuPont Highway, Dover, DE 19901, the real estate is offered for sale at $999,000 and provides an opportunity for an owner-user, investor, or purchaser seeking to acquire the property in conjunction with the existing business operation. The God’s Way Delaware business, business assets, furniture, fixtures and equipment (FF&E) associated with its three-location Delaware operation are being offered separately for $500,000 -- See MLS DEKT2049162. The business currently operates locations in Dover, Milford and Rehoboth Beach, providing an established presence across Kent and Sussex Counties. The Rehoboth Beach and Milford locations operate from leased premises, with the existing leases available for transfer in connection with the business sale, subject to applicable terms and approvals. The Dover property serves as the organization's headquarters and third operating location. A purchaser may consider acquiring the Dover real estate for $999,000, the business and associated assets for $500,000, or the complete real estate and business opportunity for a combined asking price of $1,499,000. The business creates a unique opportunity to acquire an established Delaware operation together with strategically located commercial real estate on the N. DuPont Highway corridor. Additional business and financial information may be made available to qualified prospective purchasers. Contact listing agents for additional information and to arrange a private showing.

5321 N Dupont Blvd, Dover

Listing courtesy of R&R Commercial Realty. Contact:

95 Ringside Dr, Dover
$929,000
4 Beds ⋅ 4 Baths
Some properties just give you more space. This one gives you more possibilities. Set on two parcels totaling approximately 9.8 acres, this exceptional property combines the comfort of a beautifully maintained home with the freedom and flexibility of country living. Whether you have dreamed of keeping horses, creating a small farmette, running a home-based business, pursuing a serious hobby, or simply having room to spread out, this is a property that can evolve with the way you want to live. Inside, the immaculate 4-bedroom, 3.5-bath home offers more than 4,100 square feet of finished living space, with an open, sun-filled floor plan balanced by traditional spaces including a formal living room and dining room. The spacious first-floor primary suite creates the option for one-level living, while three additional bedrooms and two full baths upstairs provide plenty of room for family and guests. Hardwood floors, cathedral ceilings, a stone fireplace, generous storage, a bonus room above the attached two-car garage, and a partial basement add even more flexibility. Outside is where this property truly sets itself apart. Spend summer days beside the beautiful in-ground pool, entertain on the patio, or relax in the sunroom overlooking the grounds. Mature landscaping, fruit and nut trees, pasture and wooded views create a setting that feels private and distinctly pastoral. Four pastures equipped with electric fencing and horse waterers further enhance the property’s equestrian and farmette potential. The outbuildings open up an entirely different range of possibilities. An enclosed barn was originally designed with 6 horse stalls and has since been converted into a substantial workshop, complete with heat, hot and cold water, and garage doors on each end. Drains and hookups for horse waterers remain in the former stall areas should a future owner wish to return the space to equestrian use. All of the lumber, hardware, and horse waterers are on site for re-installation. An additional open/run-in barn and shed provide even more utility. The property sits within the setting of Bechers Brook, surrounded by neighboring properties that are part of the community, yet this property itself is not subject to the HOA—offering a rare blend of neighborhood surroundings and greater independence. Horses graze in the adjacent working stable pastures, and the property also enjoys access to trails through the woods behind it owned by the neighboring stable. A pool, acreage, versatile outbuildings, a spacious home and a setting surrounded by horses and countryside—there is far more here than can be captured in photos. Come experience the possibilities of Ringside Drive for yourself.

95 Ringside Dr, Dover

Listing courtesy of The Parker Group. Contact:

95 Ringside Dr, Dover
$929,000
4 Beds ⋅ 4 Baths
Some properties just give you more space. This one gives you more possibilities. Set on two parcels totaling approximately 9.8 acres, this exceptional property combines the comfort of a beautifully maintained home with the freedom and flexibility of country living. Whether you have dreamed of keeping horses, creating a small farmette, running a home-based business, pursuing a serious hobby, or simply having room to spread out, this is a property that can evolve with the way you want to live. Inside, the immaculate 4-bedroom, 3.5-bath home offers more than 4,100 square feet of finished living space, with an open, sun-filled floor plan balanced by traditional spaces including a formal living room and dining room. The spacious first-floor primary suite creates the option for one-level living, while three additional bedrooms and two full baths upstairs provide plenty of room for family and guests. Hardwood floors, cathedral ceilings, a stone fireplace, generous storage, a bonus room above the attached two-car garage, and a partial basement add even more flexibility. Outside is where this property truly sets itself apart. Spend summer days beside the beautiful in-ground pool, entertain on the patio, or relax in the sunroom overlooking the grounds. Mature landscaping, fruit and nut trees, pasture and wooded views create a setting that feels private and distinctly pastoral. Four pastures equipped with electric fencing and horse waterers further enhance the property’s equestrian and farmette potential. The outbuildings open up an entirely different range of possibilities. An enclosed barn was originally designed with 6 horse stalls and has since been converted into a substantial workshop, complete with heat, hot and cold water, and garage doors on each end. Drains and hookups for horse waterers remain in the former stall areas should a future owner wish to return the space to equestrian use. All of the lumber, hardware, and horse waterers are on site for re-installation. An additional open/run-in barn and shed provide even more utility. The property sits within the setting of Bechers Brook, surrounded by neighboring properties that are part of the community, yet this property itself is not subject to the HOA—offering a rare blend of neighborhood surroundings and greater independence. Horses graze in the adjacent working stable pastures, and the property also enjoys access to trails through the woods behind it owned by the neighboring stable. A pool, acreage, versatile outbuildings, a spacious home and a setting surrounded by horses and countryside—there is far more here than can be captured in photos. Come experience the possibilities of Ringside Drive for yourself.

95 Ringside Dr, Dover

Listing courtesy of The Parker Group. Contact:

21 North St, Hartly
$900,000
Unique Commercial Opportunity – Former Childcare Facility with Flexible Future Use Rare opportunity to acquire a purpose-built childcare facility in the heart of Hartly, Delaware. Designed and operated as a daycare center, this property is equipped to accommodate over 100 children and offers a layout specifically tailored for childcare operations, educational programs, community services, and other commercial uses. The current daycare business will be vacating the property in Fall 2026, creating a unique opportunity for an owner-occupant, investor, or entrepreneur to bring their vision to life. Existing daycare furniture, equipment, and inventory may be purchased separately, offering a turnkey opportunity for a buyer seeking to continue childcare operations. The property features ample interior space, multiple activity and classroom areas, administrative offices, outdoor recreation areas, and generous parking. Its prominent location provides convenient access to surrounding communities throughout Kent County. Whether you're looking to establish a childcare center, educational facility, medical or professional office, community organization, or other permitted business use, this versatile property offers the infrastructure and flexibility to support a wide range of possibilities. Properties of this size and specialized design rarely become available in the Hartly market.

21 North St, Hartly

Listing courtesy of Iron Valley Real Estate Premier. Contact:

1340 Hazlettville Rd, Hartly
$899,000
5 Beds ⋅ 2 Baths
🌳 Versatile 5± Acre Property with Multiple Living Spaces, Pastures & Extensive Outbuildings Take a look at this incredible 5± acre property offering endless possibilities for multigenerational living, farming, equestrian use, hobbies, or a home-based business. With a main home, guest cottage, multiple barns, workshops, garages, and fenced pastures, this property is a rare find with exceptional functionality. 🏡 Main Residence 5 bedrooms, 3 bathrooms Full walkout basement for additional storage or future expansion Two large kitchens: 25×11 and 29×15—ideal for cooking, gathering, or canning Outdoor living includes a 36×16 Trex deck and a 24×12 front porch 🏠 Guest Cottage Perfect for guests, family, rental income, or an on-site caretaker. 1 bedroom, 1 bathroom Spacious 23×11 mudroom Oversized 34×29 kitchen—unique and great for entertaining or hobby cooking 🚜 Garages & Outbuildings This property is designed for storage, equipment, hobbies, and livestock. Two insulated garages: 21×19 43×30 with a second-floor loft Two sheds: 12×9 and 12×19 Workshop: 20×39 Over 3,000 sq ft of combined barn, stable, and shop space 🐴 Equestrian & Agricultural Features 3 fenced pastures—ready for horses or livestock Two horse barns: 4-stall barn: 29×28 1-stall barn: 29×19 Pond on the property, providing a peaceful view and potential water source 🌟 This property offers: ✔ Multigenerational living potential ✔ Income-producing possibilities ✔ Extensive space for animals, equipment, or hobbies ✔ A private, scenic setting with room to grow

1340 Hazlettville Rd, Hartly

Listing courtesy of Bryan Realty Group. Contact:

1041 Fawn Haven Walk, Dover
$899,000
4 Beds ⋅ 5 Baths
NEW PRICE!! An extraordinary opportunity to own one of the finest homes in Townsend Fields, located within the highly acclaimed Caesar Rodney School District. Impeccably maintained and just seven years young, this spectacular home offers over 6,600 square feet of luxurious living space that rivals new construction—without the wait. From the moment you step into the grand two-story foyer, you'll appreciate the exceptional craftsmanship, elegant finishes, and thoughtfully designed floor plan that seamlessly blends sophistication with everyday comfort. Every room throughout the home is generously oversized, creating an open, airy feel that is rarely found in today's newer construction. A spacious three-car garage provides ample room for vehicles, storage, and hobbies. The stunning gourmet kitchen serves as the heart of the home, featuring timeless white cabinetry, quartz countertops, premium stainless steel appliances, abundant workspace, and an effortless flow into the expansive family room—creating the perfect setting for entertaining and everyday living. Natural light pours into the inviting sunroom, while the private home office offers the ideal space for today's work-from-home lifestyle. The elegant formal living and dining areas provide plenty of room for hosting family gatherings and special occasions, while the oversized living spaces throughout the home offer comfort without compromise. The luxurious primary suite is a true sanctuary, complete with a double-sided fireplace, an elegant sitting area, a spa-inspired marble bathroom, and an expansive walk-in closet designed to impress. Three additional generously sized bedrooms—including a private princess suite with its own full bath—offer exceptional comfort and privacy, with every bedroom providing the generous proportions today's buyers desire. The fully finished basement dramatically expands the home's living space, offering endless possibilities with an oversized recreation area, full bathroom, additional bedroom, and abundant room for a home theater, fitness studio, game room, or multigenerational living. Step outside to your own private backyard retreat, where a charming gazebo-style deck overlooks the beautifully manicured yard—perfect for hosting unforgettable gatherings or simply enjoying peaceful evenings at home. Offering the perfect combination of luxury, exceptional room sizes, over 6,600 square feet of finished living space, a three-car garage, an outstanding location, and impeccable condition, this remarkable home is truly move-in ready and is an exceptional value in today's market. Schedule your tour!

1041 Fawn Haven Walk, Dover

Listing courtesy of Burns & Ellis Realtors. Contact:

226 S Water St, Chestertown
$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:

24050 Macs Ln, Worton
$895,000
3 Beds ⋅ 3 Baths
****NEW PATH TO WATER FOR YOUR GATOR OR UTV**** This over 5 acre waterfront estate on Churn Creek is a true Eastern Shore recreational property. Besides the home itself, the grounds include a board and batten cabin to serve as base camp for water sports down by the water, dock with direct access to the Chesapeake Bay, barn with a stall for your horse or sheep, and detached 2 car garage with lounge area above. Here you can enjoy the abundance and lifestyle of the Eastern Shore with crabbing, fishing, hunting, water skiing, sailing and hikes on the nature trail all available on site. Outdoor living is huge here with multiple spaces to connect with nature and enjoy the privacy of your own waterfront sanctuary. The home is the perfect size for a weekend getaway or full time residence with a floorplan that has been expanded and opened up to accommodate the amazing views and 2026 lifestyle. Storage is a breeze with a full basement including a shop and rec room for grandkids or guests to go enjoy with privacy. One floor living makes for an easy flow with the primary suite opening to a brick patio with sliders and including both an ensuite bathroom and walk in closet. The blend of amenities on site and proximity to Chestertown's Historic District make this the perfect "magnet house" to attract friends and family or an amazing investment opportunity.

24050 Macs Ln, Worton

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

930 Fawn Haven Walk, Dover
$890,000
4 Beds ⋅ 4 Baths
Welcome to this exceptional Garrison Custom ranch home offering 3,100 square feet on the main level plus a beautifully finished basement, all situated on a professionally landscaped 0.63-acre lot. This home is located in the sought-after Townsend Fields community within the highly desirable Caesar Rodney School District. Thoughtfully designed with quality craftsmanship, energy efficiency, and luxury finishes throughout, this one-of-a-kind property offers the perfect blend of elegance, comfort, and modern convenience—ideal for buyers relocating to Delaware and looking to enjoy spacious living with the added benefit of Delaware’s tax-friendly lifestyle. Conveniently located near restaurants, shopping, major commuter routes, and a short drive to the Delaware beaches, this home delivers both privacy and accessibility. The exterior showcases Carolina beaded siding, Andersen 400 Series windows and sliding doors, a fully landscaped yard, black aluminum fencing, irrigation system, Generac Emergency Generator, whole-house surge protection, and an expansive MoistureShield composite deck featuring Cool Technology and a 50-year warranty—creating the perfect outdoor retreat. The oversized side-entry 3-car garage features insulated Clopay Coachman steel doors, insulated walls, extra-tall ceilings, and ample space to accommodate full-size pickup trucks with ease. Inside, custom details abound including bullnose corners throughout, pet-resistant carpeting, insulated bathrooms, framed mirrors in all four full baths, whole-house humidifier, water softener, water filtration system, Rinnai tankless water heater, upgraded R21 wall insulation, and R38 attic insulation for enhanced efficiency and year-round comfort. A built-in granite computer workspace provides an ideal work-from-home setup. The gourmet kitchen is designed for both daily living and entertaining with 10-foot ceilings, Wolf Designer cabinetry, Cambria quartz countertops, gas stove,and an impressive walk-in pantry measuring approximately 9’6” x 5’8”. Just off the kitchen, enjoy the bright and inviting three-season room featuring Okna double-slide windows and doors. The great room centers around a stunning gas fireplace featuring adjustable thermostat controls, temperature sensing, timer, remote operation, variable flame height, fan, ambient lighting, child safety lock, and elegant granite surround and hearth. Coffered ceiling in main bedroom suite. The finished lower level is built with quality and comfort in mind offering a wet bar with granite countertops, full bath, dimmable lighting, aluminum framing, composite walls, sound-reducing Rockwool insulation and ceiling tiles between floors, partially finished storage, conditioned and insulated crawlspace, and upgraded PVC trim details throughout. The home also offers exceptional future expansion opportunities with a pre-wired and pre-plumbed second-floor area including an additional 270 sq ft room and an expansive 840 sq ft bonus area ready for finishing—perfect for a home theater, guest suite, fitness room, additional bedrooms, or multigenerational living. This remarkable custom home combines luxury construction, thoughtful upgrades, energy efficiency, and future flexibility in one of Kent County’s premier communities—an exceptional opportunity for buyers seeking quality craftsmanship and an easy Delaware lifestyle.

930 Fawn Haven Walk, Dover

Listing courtesy of Century 21 Emerald. Contact:

129 Romanzi St, Frederica
$865,000
5 Beds ⋅ 4 Baths
Back on the market because buyer's house did not sell. Welcome to this exceptional waterfront retreat in Frederica, Delaware, offering the perfect blend of luxury, privacy, and comfort on 15 picturesque acres. Boasting more than 5,300 square feet of living space across two levels, this custom-built home features 4 spacious bedrooms and 3.5 bathrooms designed for both everyday living and entertaining. The heart of the home is the beautifully appointed kitchen, showcasing soft-close cabinetry with crown molding, granite countertops, a Corian double sink, double water filtration system, and a full suite of stainless-steel appliances. Wide-plank hardwood flooring flows throughout much of the home, adding warmth and timeless elegance. Designed with thoughtful craftsmanship, the home features rounded wall corners, an inviting open-concept layout, and a stunning all-seasons room that captures beautiful views of the surrounding property. The luxurious primary suite includes a tiled walk-in shower, while a secondary bathroom offers a relaxing Jacuzzi tub. Additional highlights include a monitored fire and burglar alarm system, eight color video surveillance cameras with motion recording, and a geothermal heating system valued at approximately $50,000, providing energy-efficient year-round comfort. The partially finished basement is approximately 90% complete and offers additional living space, including a bonus room ideal for a home office, gym, media room, or guest accommodations. Two mounted televisions—one in the primary bedroom and one in the basement family room—are included with the sale. Outdoor living is equally impressive, featuring an above-ground saltwater pool complete with its own deck, accessories and pool deck furniture. The expansive waterfront setting provides endless opportunities to enjoy nature, recreation, and breathtaking views while maintaining the privacy and tranquility of a large acreage estate. This rare Frederica waterfront property combines quality construction, modern amenities, and a spectacular natural setting, creating an extraordinary place to call home.

129 Romanzi St, Frederica

Listing courtesy of Compass. Contact:

21190 Green Ln, Rock Hall
$850,000
Unique opportunity offering two adjoining parcels with exceptional potential in Rock Hall. Parcel 1 consists of approximately 1.4 acres located on Geen Lane and is zoned Critical Area Residential. Improvements include the foundation of a pre-existing structure, an existing well, and a grinder pump connected to public sewer already installed. Buyer to verify well usability and buildability. Parcel 2 is accessed through Parcel 1 and consists of approximately 9 acres with 706 feet of shoreline per survey plat. Zoned Commercial Critical Area (CAR) and Marine (M), this parcel offers a wide range of potential commercial and marine-related uses. Excellent opportunity for investors, marina-related businesses, or those seeking a unique waterfront development opportunity. Buyer to verify all intended uses, zoning regulations, approvals, and buildability of the property.

21190 Green Ln, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

2089 S Dupont Hwy, Dover
$850,000
PRICE REDUCED !!!!Pizzadili Plaza is located on Rt 13 just south of Dover and Rodney Village. Great potential at this location some leases upstairs in place with a shared conference room on first floor for all Tenants use. Downstairs is equipped with a full operating kitchen facility .There are twelve office spaces upstairs which eight are currently rented with year leases in place. In addition there are six more office spaces upstair that are available for immediate occupancy . Bathrooms are located upstairs and down stairs. The parking lot is shared with cross access and maintenance easement in place with property owners next door. Great location with many possibilities, just across for the puncheon run connector and Rodney Village shopping center. Don't miss this great opportunity to be right on Rt 13.

2089 S Dupont Hwy, Dover

Listing courtesy of Diamond State Cooperative LLC. Contact:

104 Little Harbor Way, Chestertown
$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:

21386 Rock Hall Ave, Rock Hall
$849,000
This former West Marine commercial property, constructed in 2001, presents a compelling investment opportunity in a rural location, characterized by its solid construction of metal and vinyl siding. With a lot size of 0.68 acres and 61,00 sqare foot building, the property offers ample space for various commercial ventures, enhancing its potential for rental income or resale value. The good condition of the building ensures minimal immediate capital expenditure, allowing investors to focus on maximizing returns. The rural setting provides a unique advantage, as it often attracts businesses seeking lower operational costs and a tranquil environment. The availability of parking facilities further enhances accessibility for clients and customers. This property is strategically positioned to capitalize on the growing demand for commercial spaces in less urbanized areas, making it an attractive option for investors looking to diversify their portfolios. The potential for appreciation in value, coupled with the benefits of lower competition, positions this property as a prudent investment choice.

21386 Rock Hall Ave, Rock Hall

Listing courtesy of Benson & Mangold, LLC. Contact:

102 Little Harbor Way, Chestertown
$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:

106 Queen St S, Chestertown
$829,000
3 Beds ⋅ 4 Baths
Built Before America: A Pre-Revolutionary Home in the Heart of Chestertown's Historic District The Bedingfield Hands House, circa 1750, is more than a home—it's a living piece of Chestertown history. Nestled in the heart of the Historic District, this pre-Revolutionary residence has stood witness to generations of change while retaining the charm, craftsmanship, and character that make historic homes so special. History is woven into every corner of the property—from the prominence of past owners down to the foundation, which contains the mast of a ship. The only home downtown with such a generous private front courtyard framed by mature landscaping, vibrant seasonal gardens, brick herringbone paths, and mature trees that create a peaceful retreat just steps from town. Whether enjoying a quiet morning coffee, entertaining guests, or simply admiring the blooms, the outdoor spaces are truly a stand-out feature. Approaching the home, guests are welcomed by a wide red front door, a traditional symbol of hospitality in early America, inviting visitors inside just as it has for centuries. Inside, approximately 2,472 square feet of thoughtfully preserved living space blends historic character with modern comfort. Original wide-plank hardwood floors, period moldings and built-in cabinetry, reflect the home's 18th-century origins, while updated kitchens, baths, and central air/heat provide the conveniences expected today. To the right of the grand foyer, a cozy study lined with built-in bookshelves provides the perfect home office or library and could easily be converted into a first-floor bedroom for those seeking single-level living flexibility. A first floor full bathroom with walk in shower is located conveniently around the corner straight through the foyer. To the left of the foyer and at the forefront of the home, the stunningly preserved parlor, featuring 12x12 wavy glass windows, original panel walls and stunning gas fireplace with pine panel surround, offers an elegant setting for entertaining guests or enjoying quiet evenings at home. Just beyond, the large dining room serves as a memorable gathering space, complete with another fireplace, built-in cabinetry, and a charming pop-out window seat overlooking the side gardens. Just beyond that is a chef's kitchen featuring updated appliances, abundant storage cabinetry, generous island workspace, and a soaring tapered tray ceiling that creates an airy and inviting atmosphere. The kitchen breakfast nook is highlighted by panoramic bay window wall. Off the breakfast nook is a convenient half bath and steps to the side courtyard with pergola and a screened porch. The garage—another rarity in the Historic District—provides valuable storage and convenience. Upstairs, the spacious primary suite blends historic character with thoughtful updates, featuring a practical double closet and an en-suite bath highlighted by distinctive MacKenzie-Childs tile floors and decorative vanity hardware. Two additional generously sized bedrooms and a full bathroom provide comfortable accommodations for guests. Beyond its appeal as a private residence, it has proven itself as one of Chestertown's most successful Airbnb properties, generating approximately $32,000 in bookings last year. Whether you're seeking a full-time residence, weekend retreat, or income-producing investment, this property offers exceptional flexibility. Furniture is negotiable for a truly turnkey opportunity. Step outside and enjoy everything that makes Chestertown so beloved. Stroll to art galleries, locally owned shops, restaurants, the farmers market, and waterfront parks along the Chester River. Enjoy annual traditions such as the Tea Party Festival, Downrigging Weekend, and Dickens of a Christmas, all just moments from your front door. Become the steward of a treasured landmark while enjoying the comfort, beauty, and lifestyle that have made it one of Chestertown's most admired homes for generations.

106 Queen St S, Chestertown

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

7680 Country Club Ln, Chestertown
$825,000
5 Beds ⋅ 4 Baths
Custom-built home in Country Club Estates with beautiful architectural details. Spacious open living space with hardwood floors and wooden beams, glowing with ample natural light! Enjoy time on the large screened porch, finished with Ipe hardwood, overlooking the peaceful creek, woods and park like setting. Five bedrooms and 4 full bathrooms, nicely designed with privacy in mind. There's an entry-level bedroom and full bathroom. The partially finished basement offers a large bedroom or bonus room, a full bathroom, and an oversized workshop space. Upstairs you'll find two bedrooms that share a full bathroom, as well as the primary bedroom, which is nicely situated with a view of the creek/pond. Enjoy peaceful views of the creek from the slate patio, and launch a kayak to explore the water from your backyard. This property leaves little to be desired! Two-car garage, peaceful water view, cozy fireplace, large living space, nicely landscaped, and a hot tub! Under 2 miles from downtown Chestertown and a short stroll to the Chester River Yacht & Country Club.

7680 Country Club Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

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