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07 River Rd, Millington
$94,900
WELCOME TO THE EASTERN SHORE! | 5.46± ACRES | MILLINGTON, KENT COUNTY, MARYLAND Discover the beauty and peaceful charm of Maryland’s Eastern Shore with this beautiful 5.46± acre fully wooded property in Millington, Kent County! Offering excellent road frontage, a private natural setting, and endless possibilities for outdoor enjoyment, this is an incredible opportunity to own your own piece of Eastern Shore paradise. Surrounded by the beauty of nature, this wooded acreage provides an ideal setting for hunting, recreation, weekend adventures, or creating the perfect homesite. Imagine designing your dream home tucked among the trees, enjoying the quiet country atmosphere, and embracing the relaxed lifestyle that makes the Eastern Shore so special. Conveniently located near the many attractions, waterways, charming communities, and outdoor recreation opportunities throughout the region, this property offers a wonderful balance of peaceful country living and access to local amenities. And with the Chesapeake Bay region and Atlantic coast within reach, you can enjoy the coastal lifestyle and ocean breezes that make this part of Maryland so desirable. Whether you're searching for a private hunting retreat, a recreational getaway, or the perfect place to build your dream home, this beautiful 5.46± acre property is ready for your vision. Beautiful wooded acreage. Excellent road frontage. Peaceful Eastern Shore setting. Endless possibilities. Come discover your own slice of the Eastern Shore in Millington, Maryland!

07 River Rd, Millington

Listing courtesy of Charis Realty Group. Contact:

21008 Rock Hall Ave, Rock Hall
$155,000
Build your Eastern Shore home on this .79-acre lot located within Rock Hall town limits, just two blocks from Rock Hall Harbor and close to Haven Harbour and Swan Creek. The property offers easy access to marinas, restaurants, shops, community beach and everything Rock Hall has to offer. Much of the preliminary work has already been completed. Public water and sewer allocations have been paid, and an elevation certificate is available with a benchmark placed on the property. A building permit has been issued for a 1,650-square-foot home, with all required engineering completed and the proposed house location already staked. The driveway entrance has also been approved and installed to the homesite. There is no builder tie-in, giving buyers the flexibility to bring their own builder and plans, subject to applicable approvals and permitting. For buyers looking for an even more streamlined option, the property is also listed as a new construction package starting at $599,900.

21008 Rock Hall Ave, Rock Hall

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

Olivet Hill Rd, Galena
$50,000
Nearly 4 acres of privacy and natural beauty tucked away down a quiet, secluded road just outside the charming town of Galena. This wooded parcel offers favorable soils and was recently perc approved, providing the potential for a future homesite. Access to the buildable area will require construction of a bridge or culvert over an existing ravine. Beyond residential possibilities, the property could also make an excellent recreational retreat for hunting, ATV riding, hiking, nature trails, or simply enjoying the peace and privacy of the outdoors. Enjoy the best of both worlds—seclusion and convenience. Galena offers small-town charm, local shops, and access to the Sassafras River, while Middletown, Delaware is just a short drive up Route 301 for additional shopping, dining, and amenities. A unique opportunity for a buyer willing to take on the access improvements and unlock the potential of this secluded parcel.

Olivet Hill Rd, Galena

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

Hagy Road, Rock Hall
$160,000
Escape to Little Neck Farm, an exceptional 350-acre waterfront community on Maryland’s Eastern Shore, where natural beauty, privacy, and access to the Chesapeake Bay come together. This 1.24-acre building lot offers the opportunity to create your own Eastern Shore retreat within a thoughtfully designed community surrounded by abundant wildlife and peaceful natural scenery. Little Neck Farm features approximately four miles of protected shoreline, with more than 200 acres preserved as community open space, creating a wonderfully private and uncrowded setting with only 28 total homesites. Adding to the appeal, this property conveys with a deeded deep-water boat slip at the private community marina, providing convenient access to the Chesapeake Bay and beyond. Build the home you've envisioned and enjoy a lifestyle centered around boating, nature, open space, and the tranquility of Maryland’s Eastern Shore.

Hagy Road, Rock Hall

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

Chestertown
$695,000
Rarely do vacant parcels like this become available so close to historic Chestertown! Offering approximately 43 acres, this exceptional property presents a unique opportunity to create your own private estate while enjoying outstanding recreational and hunting opportunities. The current owners have strategically developed and maintained the property for exceptional deer and turkey hunting through their partnership with HuntingPlots.com. Thoughtful habitat and land management includes established travel corridors, bedding areas, food plots, an artificial water pond, and carefully planned tree management, creating an ideal environment for wildlife. The property is subject to a Maryland Environmental Trust conservation easement; however, the easement permits the construction of one homestead, offering the opportunity to build a private residence surrounded by acreage and natural beauty. Please refer to the Kent County Health Department percolation letter and additional easement information included in the documents. Location is truly a standout feature of this rare offering. Situated within approximately 1.5 miles of downtown Chestertown, the property provides convenient access to Chester River boat ramps, Washington College, the Chester River Yacht & Country Club, shopping, dining, and all that Chestertown has to offer. Included are 3 Ten Point box deer stands, several tacticam deer cameras, and several other ladder stands. A rare combination of acreage, privacy, recreational value, and proximity to town, an exceptional opportunity on Maryland’s Upper Eastern Shore.

Chestertown

Listing courtesy of Select Land & Homes, LLC. Contact:

300 And 302 S Mill St, Chestertown
$1,195,000
Remarkable 1 acre downtown Chestertown development opportunity outside the Historic District. Incredible potential for a builder or a unique property for a private homesite. Directly adjacent to the Chestertown walking rail trail and just steps from downtown Chestertown while overlooking the Lawrence Wetland Preserve, rolling meadows and Radcliffe Creek behind. Sale includes two parcels - 300 S Mill (.55 acres) and 302 S Mill (.55 acres) - totaling approximately 1 acre. 300 is unimproved and 302 has a 1960s brick home on it. R:6 Traditional Neighborhood Development Zoning permits a wide range of dense residential development opportunities. Maximum residential density is limited to 42 bedrooms which could be single family homes, multi-family, apartments, townhouses, rowhouses, condos, and others. Smaller commercial options available as well. Public water and sewer is on site and additional allocations are available. Entire site is usable. Property is partially wooded with several large mature Oak Trees. Founded in 1706, Chestertown sits on the banks of the Chester River and is home to Washington College. Enjoy the historic homes, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals, an award-winning weekly Farmer's Market. Additional information available upon request. Buyer to perform own due diligence. Do not enter property without an appointment.

300 And 302 S Mill St, Chestertown

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

Cannon Street, Chestertown
$281,000
Significant price correction! Package offering for two adjacent lots in historic Chestertown. The combined package is for over a quarter of an acre, zoned R-5, within walking distance of downtown Chestertown. The convenient in-town location offers excellent potential for development, with the opportunity to build a single family home, townhouses or apartments. Plans available for proposed townhouses. Backing up to the Rail Trail, this lot enjoys easy access to local shops, restaurants, waterfront activities, and all that historic Chestertown has to offer. Water and sewer hookups available. No property address has yet been assigned to the 9,381 sq ft lot; the 3,097 parcel is designated as 620 Cannon Street. Buyer to verify zoning, permitted uses, building requirements, and utility availability. Each lot is listed separately in separate listings.

Cannon Street, Chestertown

Listing courtesy of Taylor Properties. Contact:

Cannon Street, Chestertown
$196,000
Major price reduction! Rare opportunity to own a cleared 9,381 sq. ft, nearly a quarter acre, lot within walking distance of downtown Chestertown. The convenient in-town location offers excellent potential for development, with the opportunity to build a single family home, townhouses or apartments. Plans available for proposed townhouses. Backing up to the Rail Trail, this lot enjoys easy access to local shops, restaurants, waterfront activities, and all that historic Chestertown has to offer. Water and sewer hookups available. The adjacent lot at the corner of Cannon and Lynchburg is also available for purchase. No property address has yet been assigned to this lot. Buyer to verify zoning, permitted uses, building requirements, and utility availability.

Cannon Street, Chestertown

Listing courtesy of Taylor Properties. Contact:

Map 36 Parcel 80 Watertower Road, Chestertown
$55,000
Discover the potential of this open .69-acre lot in Fairlee! Whether you’re looking to build your dream home, create a weekend retreat, or invest in future development, this property offers endless possibilities. Zoned Village, this lot could potentially allow for a duplex or multiple dwellings, making it an excellent opportunity for builders, investors, or buyers seeking additional flexibility. Nestled off the main road and deeded with a right-of-way for access, this parcel offers a peaceful, private setting while remaining conveniently close to local amenities, recreation, and the waterfront charm of the Eastern Shore. Public water and sewer may be available, offering the potential convenience of public utilities without the expense and maintenance of a private well or septic system. Buyer to verify availability of allocations and is responsible for any associated fees. Don’t miss this chance to own a versatile piece of land in a desirable location with great potential for future growth and development!

Map 36 Parcel 80 Watertower Road, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

Sandy Bottom Road, Chestertown
$49,000
Escape to the peace and quiet of the countryside with this beautiful private wooded 2-acre lot, tucked away down a secluded gravel lane. Offering a perfect blend of mature trees and a partially open entrance area, this property is ideal for camping, hunting, recreation, or simply enjoying nature in a tranquil setting. Bring your RV or pitch a tent and enjoy the great outdoors! Electric is available at the road, and the seller has marked the approximate property corners and boundaries for convenience (no survey on file). A seasonal hand-dug well is also located on the property. Whether you're looking for a weekend getaway, a place to gather around bonfires, or your own private retreat in nature, this property offers endless possibilities to relax and unwind outdoors.

Sandy Bottom Road, Chestertown

Listing courtesy of Village Real Estate Company LLC. 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:

21451 E Sharp St, Rock Hall
$49,000
Build your Eastern Shore getaway on this desirable in‑town lot in the heart of Rock Hall, just moments from marinas, waterfront dining, and all the charms of this beloved harbor town. Rare opportunity to own a cleared, town‑served building lot on East Sharp Street, offering approximately 0.31 acres (about 13,500+ square feet) in Rock Hall’s R‑1 low‑density residential district. With public water and public sewer available at the street and no existing structures to remove, this property is truly build‑ready for your custom home, weekend retreat, or full‑time residence. Enjoy the convenience of being within Rock Hall town limits—close to shops, restaurants, public beach, and multiple marinas—while still having a deep, private lot that lends itself to a long drive, landscaped backyard, and room for decks or a future garden. Whether you’re dreaming of a low‑maintenance coastal cottage or a year‑round home base for boating and fishing on the Bay, this lot is a prime canvas in one of Kent County’s most sought‑after waterfront communities.

21451 E Sharp St, Rock Hall

Listing courtesy of Bayside Realty. Contact:

26765 Dutchtown Rd, Still Pond
$99,999
Situated at the end of a quiet dead-end street with only a handful of neighboring homes, this private 1/2 acre lot with a 1250 SF Rancher , 3 bedroom, 2 bath offers a serene setting backing to woods, with open farmland across the street. Enjoy the peace of rural living just minutes from the waterfront—only about 3 minutes to Betterton Beach. Location is the ultimate Pet safe environment as you're the last house on the road . Home within minutes of several boat ramps with direct access to Sassafras river . This home could possibly make a wonderful AirBB as it is close to some of the best hunting lands in Kent county as well as proximity to the upper Chesapeake bay . The home is a Rancher on block foundation with crawl space; however, it does not have a certificate of occupancy and requires a well, septic, and electric installation. The Septic engineering was completed Years ago and the County has record of it . There is currently no HVAC .This is a true blank canvas—ideal for buyers looking to build new, invest, or create a custom retreat in one of Kent County’s most charming and tightly held areas.Opportunities like this—combining privacy, proximity to the water, and build potential—are increasingly rare.

26765 Dutchtown Rd, Still Pond

Listing courtesy of DMV Prime Properties. Contact:

5120 Eastern Neck Rd, Rock Hall
$55,000
Welcome to 5120 Eastern Neck Road—an exceptional opportunity to own a .50-acre homesite just outside the charming waterfront town of Rock Hall. Perfectly positioned for both privacy and convenience, this property offers the ideal setting to bring your vision to life in a peaceful, coastal-inspired setting. This lot features an existing public water and sewer allocation already in place, offering added convenience as you plan your future build. This rare advantage saves both time and upfront costs, allowing you to focus on designing the home you’ve always imagined. Whether you envision a coastal retreat, full-time residence, or a weekend escape, this homesite is ready to accommodate your dreams. Enjoy the best of Eastern Shore living with easy access to marinas, waterfront dining, boutique shops, and local parks, all just minutes away. Spend your days boating, fishing, or simply soaking in the laid-back charm that makes Rock Hall such a sought-after destination. The property is located within a Critical Area and Flood Zone, so buyers are encouraged to consult with Kent County Government regarding specific building guidelines and requirements—ensuring your plans align seamlessly with local regulations. Opportunities like this—with utilities already in place, a prime location, and endless potential—don’t come along often. Bring your builder, your vision, and start creating your perfect Eastern Shore escape today!

5120 Eastern Neck Rd, Rock Hall

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Scheeler Rd, Chestertown
$250,000
This prime commercial lot presents an exceptional opportunity for your next business venture. Situated on Scheeler Road, this 0.85± acre parcel is zoned C-1, allowing for a wide range of commercial uses. With limited commercial land available in both the town and county, this is a rare offering in a desirable location with strong potential for visibility and customer traffic. There is also potential for R-4 (Residential) zoning, subject to town planning and zoning approval. Ideal for retail, office space, or service-oriented businesses, the property is ready for development. Buyers are encouraged to confirm specific zoning regulations, permitted uses, public water and sewer hook-up fees and taxes to ensure the property suits their intended plans. Whether you are looking to expand your business or invest in a growing area, this lot offers an excellent foundation for future success. Do not miss this rare opportunity.

Scheeler Rd, Chestertown

Listing courtesy of Select Land & Homes, LLC. Contact:

Haacke Dr, Chestertown
$225,000
This prime commercial lot presents an exceptional opportunity for your next business venture. Situated on Haacke Drive, this 0.87± acre parcel is zoned C-1, allowing for a wide range of commercial uses. With limited commercial land available in both the town and county, this is a rare offering in a desirable location with strong potential for visibility and customer traffic. There is also potential for R-4 (Residential) zoning, subject to town planning and zoning approval. Ideal for retail, office space, or service-oriented businesses, the property is ready for development. Buyers are encouraged to confirm specific zoning regulations, permitted uses, public water and sewer hook-up fees and taxes to ensure the property suits their intended plans. Whether you are looking to expand your business or invest in a growing area, this lot offers an excellent foundation for future success. Do not miss this rare opportunity.

Haacke Dr, Chestertown

Listing courtesy of Select Land & Homes, LLC. Contact:

14200 Metasequoia Ct, Galena
$595,000
It is a rare opportunity for a private waterfront lot off the Sassafras River to come available. This 14 acre parcel of land is located above the bridge in a well established small community of Gentle Winds. Scenic and tranquil area for birding watching, kayaking or taking a short boat ride to restaurants located down the river. With this 14 acre lot, there are open areas and woods to play with. Build the house of your dreams and be able to work and play where you live. Short drive to tax free shopping in Middletown DE. It appears that this property is allowed to have an in-law suite as a separate living area, note the letter from Gentle Winds HOA, Also the Kent county has their assessment. The Hoa, will need to review plans and etc. as before.

14200 Metasequoia Ct, Galena

Listing courtesy of Gunther-McClary Real Estate. Contact:

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