$199,000 Unique opportunity to restore and customize the historic former "Rock Hall Shirt Factory!" This 5,558± sq. ft. building is situated on a 0.31± acre in-town lot and offers endless potential for investors, developers, or buyers looking for a one-of-a-kind project. The interior has been framed and studded for rooms, providing a head start on the renovation process while allowing you to complete the layout to suit your vision. Zoned R-3 High Density Residential, the property may offer the potential for multiple apartments or conversion into duplex or triplex units, subject to Town of Rock Hall approval and all applicable zoning and building requirements. The property features two separate driveways, a one-car garage, and all remaining contents will convey with the sale, potentially including valuable construction materials to assist with completing the project. Conveniently located just a short walk from Rock Hall's charming Main Street, you'll enjoy easy access to local shops, restaurants, the harbor, and community events. Bring your imagination and transform this historic property into something truly special! Unique opportunity to restore and customize the historic former "Rock Hall Shirt Factory!" This 5,558± sq. ft. building is situated on a 0.31± acre in-town lot and offers endless potential for investors, developers, or buyers looking for a one-of-a-kind project. The interior has been framed and studded for rooms, providing a head start on the renovation process while allowing you to complete the layout to suit your vision. Zoned R-3 High Density Residential, the property may offer the potential for multiple apartments or conversion into duplex or triplex units, subject to Town of Rock Hall approval and all applicable zoning and building requirements. The property features two separate driveways, a one-car garage, and all remaining contents will convey with the sale, potentially including valuable construction materials to assist with completing the project. Conveniently located just a short walk from Rock Hall's charming Main Street, you'll enjoy easy access to local shops, restaurants, the harbor, and community events. Bring your imagination and transform this historic property into something truly special! 5804 Downey Ave, Rock Hall Listing courtesy of Rock Hall Properties Real Estate. Contact:
$509,900 Priced below neighborhood market value in NorthBrook, this 4-bed, 2.5-bath home sits on a premium lot with zero rear neighbors. Enjoy private views backing to White Marsh Park, solar-powered energy savings, and a newly built 2026 fire pit and seating area built for fall outdoor living. Spanning over 2,500 sq ft, the main level pairs a dedicated home office with an open-concept kitchen featuring double ovens and granite counters that open directly into a vaulted family room. Big-ticket capital expenses are already covered with a 2023 roof (transferable warranty), 2026 carpets, 2024 LVP floors, and updated kitchen appliances. Located minutes from Historic Centreville and the Wharf, plus just 25 minutes to the Bay Bridge—delivering immediate value and space in a sought after neighborhood. 4 Beds ⋅ 3 Baths Priced below neighborhood market value in NorthBrook, this 4-bed, 2.5-bath home sits on a premium lot with zero rear neighbors. Enjoy private views backing to White Marsh Park, solar-powered energy savings, and a newly built 2026 fire pit and seating area built for fall outdoor living. Spanning over 2,500 sq ft, the main level pairs a dedicated home office with an open-concept kitchen featuring double ovens and granite counters that open directly into a vaulted family room. Big-ticket capital expenses are already covered with a 2023 roof (transferable warranty), 2026 carpets, 2024 LVP floors, and updated kitchen appliances. Located minutes from Historic Centreville and the Wharf, plus just 25 minutes to the Bay Bridge—delivering immediate value and space in a sought after neighborhood. 427 Brookfield Dr, Centreville Listing courtesy of Compass. Contact:
$490,000 Dramatic two-story foyer greets you with light and space as you enter this well-maintained Newcomb model (Pulte-built) featuring hardwood floors throughout and fresh neutral paint! Welcome to Easton's premiere 55+ community with mature trees and sidewalks and tons of amenities. With spacious first floor primary suite, this beautiful home is on a large corner lot and offers ease of living with just the right amount of space. The home features wood floors throughout the first floor and 10-foot ceilings. The sunny kitchen w/ dining area leads to a bright sun porch offering great space for a craft room, office or additional seating. Kitchen features stainless appliances and granite counter tops while the family room w/ gas fireplace offers warm and inviting everyday living. Glass doors lead off the entry to a private office or media space while across the hall is a large formal dining area with elegant tray ceiling ... perfect for family gatherings or quiet dinners. The primary suite is also on the first floor and features wood floors and a stunning tray ceiling. The primary suite includes a large walk-in closet and en-suite bath with double sinks, soaking tub, and walk-in shower. Upstairs there are two bedrooms and a full bath ... perfect for house guests or option for a second workspace. The large back patio is the ideal place to enjoy a sunny morning with your coffee or a relaxing evening with friends. Spacious two-car garage offers additional storage. Laundry on the main level. HOA cuts the grass and shovels the snow! Amenities include a clubhouse with fitness center, library, and game room. Outdoor amenities include a swimming pool, tennis and pickle ball courts, bocce courts, putting green, walking trails, and scenic ponds. Located just minutes from downtown Easton, you'll have easy access to shopping, restaurants, healthcare, and everyday conveniences. For commuters and travelers, the Bay Bridge is approximately 30 minutes away, with Annapolis, Baltimore, Washington, D.C., and the Delaware and Maryland beaches all within an easy drive. Roof (2024) Dishwasher (2026) Microwave (2026) 3 Beds ⋅ 3 Baths Dramatic two-story foyer greets you with light and space as you enter this well-maintained Newcomb model (Pulte-built) featuring hardwood floors throughout and fresh neutral paint! Welcome to Easton's premiere 55+ community with mature trees and sidewalks and tons of amenities. With spacious first floor primary suite, this beautiful home is on a large corner lot and offers ease of living with just the right amount of space. The home features wood floors throughout the first floor and 10-foot ceilings. The sunny kitchen w/ dining area leads to a bright sun porch offering great space for a craft room, office or additional seating. Kitchen features stainless appliances and granite counter tops while the family room w/ gas fireplace offers warm and inviting everyday living. Glass doors lead off the entry to a private office or media space while across the hall is a large formal dining area with elegant tray ceiling ... perfect for family gatherings or quiet dinners. The primary suite is also on the first floor and features wood floors and a stunning tray ceiling. The primary suite includes a large walk-in closet and en-suite bath with double sinks, soaking tub, and walk-in shower. Upstairs there are two bedrooms and a full bath ... perfect for house guests or option for a second workspace. The large back patio is the ideal place to enjoy a sunny morning with your coffee or a relaxing evening with friends. Spacious two-car garage offers additional storage. Laundry on the main level. HOA cuts the grass and shovels the snow! Amenities include a clubhouse with fitness center, library, and game room. Outdoor amenities include a swimming pool, tennis and pickle ball courts, bocce courts, putting green, walking trails, and scenic ponds. Located just minutes from downtown Easton, you'll have easy access to shopping, restaurants, healthcare, and everyday conveniences. For commuters and travelers, the Bay Bridge is approximately 30 minutes away, with Annapolis, Baltimore, Washington, D.C., and the Delaware and Maryland beaches all within an easy drive. Roof (2024) Dishwasher (2026) Microwave (2026) 7351 Casey Ave, Easton Listing courtesy of Coldwell Banker Realty. Contact:
$550,000 Rare opportunity to purchase five contiguous parcels totaling 3.765± acres in a prime location near Rock Hall Harbor. Parcel 505 features an older manufactured home situated on approximately 1.27± water-view acres with scenic views of North Point Marina and Rock Hall Harbor. The additional parcels include Parcel 504 (0.853± acres), Parcel 503 (1.04± acres), Parcel 502 (0.258± acres), and Parcel 501 (0.344± acres), offering endless possibilities for expansion, investment, or future development (subject to applicable approvals). The existing home offers over 1,200 square feet of one-level living with three bedrooms and two full baths. While the home is in need of renovation and repairs, it presents an excellent opportunity to create a charming vacation retreat, retirement home, or investment property in a highly desirable waterfront community. The property is being sold As-Is. The lots are cleared and level, providing a fantastic setting to enjoy all that Rock Hall has to offer. 3 Beds ⋅ 2 Baths Rare opportunity to purchase five contiguous parcels totaling 3.765± acres in a prime location near Rock Hall Harbor. Parcel 505 features an older manufactured home situated on approximately 1.27± water-view acres with scenic views of North Point Marina and Rock Hall Harbor. The additional parcels include Parcel 504 (0.853± acres), Parcel 503 (1.04± acres), Parcel 502 (0.258± acres), and Parcel 501 (0.344± acres), offering endless possibilities for expansion, investment, or future development (subject to applicable approvals). The existing home offers over 1,200 square feet of one-level living with three bedrooms and two full baths. While the home is in need of renovation and repairs, it presents an excellent opportunity to create a charming vacation retreat, retirement home, or investment property in a highly desirable waterfront community. The property is being sold As-Is. The lots are cleared and level, providing a fantastic setting to enjoy all that Rock Hall has to offer. 5666 Walnut St, Rock Hall Listing courtesy of Rock Hall Properties Real Estate. Contact:
$169,000 This property consists of two parcels totaling approximately 1 acre (Map 0001, Parcel 10 and Map 0001, Parcel 19). Nestled along the water’s edge, this unique waterfront opportunity offers the perfect canvas to create your own Eastern Shore retreat. With a beautiful waterfront setting and plenty of possibilities, this property is ready for your vision. Buyer to verify all building and renovation restrictions with the county. This property features a new deep well, new well pump, and new septic holding tanks in 2026. The existing interior of the home has been taken down to the framing and includes 100-amp electrical service, providing a solid starting point for your vision. Outdoor enthusiasts will enjoy everything this property has to offer. Fish for perch, bass, catfish, and snakeheads, or spend the day crabbing from your shoreline. Waterfowl hunters will enjoy the existing duck blind, while everyone will appreciate the stunning sunsets overlooking the water. Whether you're looking for a peaceful weekend escape, a hunting and fishing camp, or the site of your future waterfront cottage, this property offers an opportunity that's becoming increasingly difficult to find. 3 Beds ⋅ 2 Baths This property consists of two parcels totaling approximately 1 acre (Map 0001, Parcel 10 and Map 0001, Parcel 19). Nestled along the water’s edge, this unique waterfront opportunity offers the perfect canvas to create your own Eastern Shore retreat. With a beautiful waterfront setting and plenty of possibilities, this property is ready for your vision. Buyer to verify all building and renovation restrictions with the county. This property features a new deep well, new well pump, and new septic holding tanks in 2026. The existing interior of the home has been taken down to the framing and includes 100-amp electrical service, providing a solid starting point for your vision. Outdoor enthusiasts will enjoy everything this property has to offer. Fish for perch, bass, catfish, and snakeheads, or spend the day crabbing from your shoreline. Waterfowl hunters will enjoy the existing duck blind, while everyone will appreciate the stunning sunsets overlooking the water. Whether you're looking for a peaceful weekend escape, a hunting and fishing camp, or the site of your future waterfront cottage, this property offers an opportunity that's becoming increasingly difficult to find. 220 Kirbys Landing Rd, Millington Listing courtesy of Select Land & Homes, LLC. Contact:
$519,000 TWO LOTS FOR SALE with two different tax Ids/addresses. The home sits on 1.16 arces and the additional adjacent lot sits on 1.10 acres which was graded as a Par 3 golf course. The second lots tax ID:1805020174, address is 165 Greenwood Creek Rd, Queenstown, MD 21658. This house is ready for your own personal touches and repairs, with four bedrooms and 2.5 baths sitting on 2.16 lush acres of privacy. This homes offers a mature landscaped yard with WATERVIEWS! Hardwood floors throughout just waiting to be brought back to their original beauty. This home also features a full In-law suite / guest house. Located in Queenstown, with easy commutes to Annapolis, Washington, Baltimore, Delaware and the beaches. Come see this home and make it your own today! Don’t forget this home would qualify for a 203 (k) renovation loan, ask you loan agent today!! 4 Beds ⋅ 3 Baths TWO LOTS FOR SALE with two different tax Ids/addresses. The home sits on 1.16 arces and the additional adjacent lot sits on 1.10 acres which was graded as a Par 3 golf course. The second lots tax ID:1805020174, address is 165 Greenwood Creek Rd, Queenstown, MD 21658. This house is ready for your own personal touches and repairs, with four bedrooms and 2.5 baths sitting on 2.16 lush acres of privacy. This homes offers a mature landscaped yard with WATERVIEWS! Hardwood floors throughout just waiting to be brought back to their original beauty. This home also features a full In-law suite / guest house. Located in Queenstown, with easy commutes to Annapolis, Washington, Baltimore, Delaware and the beaches. Come see this home and make it your own today! Don’t forget this home would qualify for a 203 (k) renovation loan, ask you loan agent today!! 161 Greenwood Creek Rd, Queenstown Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
$559,900 REDUCED!!! This 3 bedroom 2 full bath brick rancher is located 1.88 for plenty of privacy and plenty of room to expand. Not many large lots left in this community, check with county for very possible sub dividing for 2 additional lots. Home is in need of updating with lots of potential to add your own touch and design. More pictures coming soon. Currently on septic but sewer is available. 3 Beds ⋅ 2 Baths REDUCED!!! This 3 bedroom 2 full bath brick rancher is located 1.88 for plenty of privacy and plenty of room to expand. Not many large lots left in this community, check with county for very possible sub dividing for 2 additional lots. Home is in need of updating with lots of potential to add your own touch and design. More pictures coming soon. Currently on septic but sewer is available. 315 Bentons Pleasure Rd, Chester Listing courtesy of Douglas Realty LLC. Contact:
$1,399,000 Major Price Improvement! Western sunsets and timeless waterfront living define this beautifully restored home on Town Creek in Oxford. A waterside pool, expansive entertaining deck, gazebo and private pier create an exceptional setting for enjoying life on the water. Fabulous gourmet kitchen and inviting family room with a custom built-in bar anchor the home, while warm pine floors add warmth and character throughout. Three bedrooms and three full baths include a spacious waterfront primary suite with a private second-story deck overlooking Town Creek—the perfect place to unwind while taking in spectacular western sunsets. Just moments from Oxford's waterfront park, marina, restaurants and the Oxford-Bellevue Ferry, this distinctive property is privately sited outside the Historic District and features a private pier with approximately 4 + feet of mean low water, providing easy access for boating, kayaking and paddleboarding. Sold As Is 3 Beds ⋅ 3 Baths Major Price Improvement! Western sunsets and timeless waterfront living define this beautifully restored home on Town Creek in Oxford. A waterside pool, expansive entertaining deck, gazebo and private pier create an exceptional setting for enjoying life on the water. Fabulous gourmet kitchen and inviting family room with a custom built-in bar anchor the home, while warm pine floors add warmth and character throughout. Three bedrooms and three full baths include a spacious waterfront primary suite with a private second-story deck overlooking Town Creek—the perfect place to unwind while taking in spectacular western sunsets. Just moments from Oxford's waterfront park, marina, restaurants and the Oxford-Bellevue Ferry, this distinctive property is privately sited outside the Historic District and features a private pier with approximately 4 + feet of mean low water, providing easy access for boating, kayaking and paddleboarding. Sold As Is 104 Myrtle St, Oxford Listing courtesy of TTR Sotheby's International Realty. Contact:
$434,000 MAJOR VALUE & PRICE IMPROVEMENT- Hurry to claim!! ONE-LEVEL rancher, offering over 1,700 square feet of comfortable living on a secluded 0.65-acre homesite. Featuring 3 spacious bedrooms, 2½ baths, an updated kitchen (2025), renovated full bath (2023), Roof (2015), NEW 100' well (2022), this move-in-ready home combines modern updates with everyday convenience. Step outside to your own private retreat with a fenced backyard, sparkling in-ground pool, shady gazebo, and ample room to entertain or simply unwind. A wide concrete driveway provides generous parking, while the rear wheelchair ramp adds accessibility and flexibility. Privacy & serenity you've been searching for on coveted Kent Island in this beautifully maintained. Perfectly positioned just blocks from the Cross Island Trail and Romancoke Pier, with multiple public boat ramps nearby, you'll enjoy the very best of the Kent Island lifestyle. Local shopping, restaurants, waterfront recreation, and an easy commute to both work and play are all just minutes away. Sunporch off kitchen -new windows convey for future install/finishing. Private, updated, and ready for its next lucky owner—this Kent Island gem is one you won't want to miss. 3 Beds ⋅ 3 Baths MAJOR VALUE & PRICE IMPROVEMENT- Hurry to claim!! ONE-LEVEL rancher, offering over 1,700 square feet of comfortable living on a secluded 0.65-acre homesite. Featuring 3 spacious bedrooms, 2½ baths, an updated kitchen (2025), renovated full bath (2023), Roof (2015), NEW 100' well (2022), this move-in-ready home combines modern updates with everyday convenience. Step outside to your own private retreat with a fenced backyard, sparkling in-ground pool, shady gazebo, and ample room to entertain or simply unwind. A wide concrete driveway provides generous parking, while the rear wheelchair ramp adds accessibility and flexibility. Privacy & serenity you've been searching for on coveted Kent Island in this beautifully maintained. Perfectly positioned just blocks from the Cross Island Trail and Romancoke Pier, with multiple public boat ramps nearby, you'll enjoy the very best of the Kent Island lifestyle. Local shopping, restaurants, waterfront recreation, and an easy commute to both work and play are all just minutes away. Sunporch off kitchen -new windows convey for future install/finishing. Private, updated, and ready for its next lucky owner—this Kent Island gem is one you won't want to miss. 132 Pennick Dr, Stevensville Listing courtesy of Chaney Homes, LLC. Contact:
$825,000 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. 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:
$289,000 Bring your vision to this rare 15-acre property offering privacy, natural beauty, and endless possibilities. Mostly wooded with a picturesque pond, this property is an ideal setting for those seeking a private retreat, recreational getaway, or future homesite. An original structure dating back to 1980 remains on the property and includes a full basement. The condition existing home is believed unknown and is being sold strictly as-is. Do not enter any structures on the property. Whether you dream of restoring or rebuilding within the existing footprint (subject to county approvals), creating a hunting or fishing retreat, harvesting the mature hardwoods, or simply enjoying the peace and quiet of nature, this property offers exceptional potential. A perfect place to live, play, or both, with convenient access to Route 301 for an easy commute to Maryland, Delaware, and beyond. Buyer to verify all zoning, land use, and building possibilities. Bring your vision to this rare 15-acre property offering privacy, natural beauty, and endless possibilities. Mostly wooded with a picturesque pond, this property is an ideal setting for those seeking a private retreat, recreational getaway, or future homesite. An original structure dating back to 1980 remains on the property and includes a full basement. The condition existing home is believed unknown and is being sold strictly as-is. Do not enter any structures on the property. Whether you dream of restoring or rebuilding within the existing footprint (subject to county approvals), creating a hunting or fishing retreat, harvesting the mature hardwoods, or simply enjoying the peace and quiet of nature, this property offers exceptional potential. A perfect place to live, play, or both, with convenient access to Route 301 for an easy commute to Maryland, Delaware, and beyond. Buyer to verify all zoning, land use, and building possibilities. 31001 Chesterville Bridge Rd, Millington Listing courtesy of RE/MAX Executive. Contact:
$195,000 15.5 + Acres- Build, Hunt, or Escape! Enjoy approximately 15.5 acres of beautiful open land in a peaceful setting. Previously perced by the prior owner, this property offers incredible potential for your future home, weekend getaway, or private hunting and recreational retreat. Whether you’re looking to build now or invest for the future, this versatile parcel is ready for your vision. A rare opportunity with endless possibilities! 15.5 + Acres- Build, Hunt, or Escape! Enjoy approximately 15.5 acres of beautiful open land in a peaceful setting. Previously perced by the prior owner, this property offers incredible potential for your future home, weekend getaway, or private hunting and recreational retreat. Whether you’re looking to build now or invest for the future, this versatile parcel is ready for your vision. A rare opportunity with endless possibilities! Chestervl-Millington Road, Millington Listing courtesy of Keller Williams Realty Wilmington. Contact:
$395,000 Comfortable living spaces can be found in this well-maintained 2BR/2BA townhome located just minutes from downtown Easton. Features include hardwood floors, wood-burning fireplace, newer kitchen appliances, washer and dryer. Carpeting was replaced a couple years ago. Convenient location with quick access to the Easton bypass and Rt 50, hospital and downtown. 2 Beds ⋅ 2 Baths Comfortable living spaces can be found in this well-maintained 2BR/2BA townhome located just minutes from downtown Easton. Features include hardwood floors, wood-burning fireplace, newer kitchen appliances, washer and dryer. Carpeting was replaced a couple years ago. Convenient location with quick access to the Easton bypass and Rt 50, hospital and downtown. 1175 S Washington St Unit 18, Easton Listing courtesy of Benson & Mangold, LLC. Contact:
$2,625,000 Privacy without isolation! - Rare Find - 2 comfy homes on one waterfront property, each served by public sewer.! Both with unobstructed views of the picturesque Cox Creek before it enters the Bay. Discover a captivating traditional charm in this vintage cape cod recently updated in spring 2026 ( 3-bedrooms, 2-bathrooms, with enclosed and screened porches.) The former detached garage converted into a 2 story guest cottage (2BR, 1.5 BA) has a fabulous screened porch you'll spend endless hours on. A separate building provides versatile storage for equipment or hobbies. Nestled in a serene rural setting, this home boasts picturesque views along the banks of Cox Creek, offering panoramic western vistas that will take your breath away, especially as the sun sets on the horizon. Step inside to find a thoughtfully designed interior featuring rich wood floors in most rooms. Upgraded countertops and new appliances elevate the kitchen, convenient to the screened porch perfect for gatherings. The living room, complete with a brick fireplace, invites warmth and relaxation. Enjoy the convenience of an entry-level bedroom, or home office, in this traditional floor plan that flows seamlessly throughout. The exterior amenities are equally impressive, featuring a private shoreline and a circular gravel driveway that accommodates ample parking. With 548 feet of waterfrontage, indulge in fishing, boating, or simply soaking in the tranquil surroundings. The property includes a private dock with electric hoist and ramp, making water access effortless. . The secluded parcel offers year-round access, ensuring your retreat is always within reach. This home is not just a residence; it's a lifestyle waiting to be embraced. Don't miss the opportunity to make this serene haven your own! Less than 30 minutes to Annapolis, 50 minutes to Baltimore or DC.. Convenient to area restaurants and points of interest. Not under subdivision restrictions. Perfect for multi-generational living, private guest quarters, or possible rental income. Room for expansion of living spaces, outdoor sports court, horseshoes, bocci, or gardens.. Former waterside pool could be revitalized, subject to county approval. 3 Beds ⋅ 2 Baths Privacy without isolation! - Rare Find - 2 comfy homes on one waterfront property, each served by public sewer.! Both with unobstructed views of the picturesque Cox Creek before it enters the Bay. Discover a captivating traditional charm in this vintage cape cod recently updated in spring 2026 ( 3-bedrooms, 2-bathrooms, with enclosed and screened porches.) The former detached garage converted into a 2 story guest cottage (2BR, 1.5 BA) has a fabulous screened porch you'll spend endless hours on. A separate building provides versatile storage for equipment or hobbies. Nestled in a serene rural setting, this home boasts picturesque views along the banks of Cox Creek, offering panoramic western vistas that will take your breath away, especially as the sun sets on the horizon. Step inside to find a thoughtfully designed interior featuring rich wood floors in most rooms. Upgraded countertops and new appliances elevate the kitchen, convenient to the screened porch perfect for gatherings. The living room, complete with a brick fireplace, invites warmth and relaxation. Enjoy the convenience of an entry-level bedroom, or home office, in this traditional floor plan that flows seamlessly throughout. The exterior amenities are equally impressive, featuring a private shoreline and a circular gravel driveway that accommodates ample parking. With 548 feet of waterfrontage, indulge in fishing, boating, or simply soaking in the tranquil surroundings. The property includes a private dock with electric hoist and ramp, making water access effortless. . The secluded parcel offers year-round access, ensuring your retreat is always within reach. This home is not just a residence; it's a lifestyle waiting to be embraced. Don't miss the opportunity to make this serene haven your own! Less than 30 minutes to Annapolis, 50 minutes to Baltimore or DC.. Convenient to area restaurants and points of interest. Not under subdivision restrictions. Perfect for multi-generational living, private guest quarters, or possible rental income. Room for expansion of living spaces, outdoor sports court, horseshoes, bocci, or gardens.. Former waterside pool could be revitalized, subject to county approval. 300 Woods Point Rd, Chester Listing courtesy of Tidewater Properties. Contact:
$1,550,000 Great Investment Opportunity – This 5500+/- sq ft Commercial Condo has a long term Lease with a well-established Tenant. Zoned Commercial, ideal for Medical or related Business. Excellent condition, great visibility and plenty of parking. Great Investment Opportunity – This 5500+/- sq ft Commercial Condo has a long term Lease with a well-established Tenant. Zoned Commercial, ideal for Medical or related Business. Excellent condition, great visibility and plenty of parking. 503 Cynwood Dr Unit 1, Easton Listing courtesy of Benson & Mangold, LLC. Contact:
$299,500 UPDATED HOME, 1.66 ACRES, public water and sewer, and NO HOA - ALL FOR $299,500! Discover the value of this beautifully updated 3-bedroom, 1.5-bath home. Featuring a BRAND-NEW ROOF, NEW HVAC SYSTEM, and a ONE-YEAR HOME WARRANTY, this property offers major improvements already completed and the convenience of one-level living. In addition, there's a versatile bonus/flex room that is ideal for a home office, hobby area, or even a potential 4th bedroom to suit your needs. Step inside to discover a bright, inviting interior featuring brand-new luxury vinyl plank flooring and carpet, fresh paint throughout, and a thoughtfully updated kitchen complete with new butcher block countertops, brand-new stainless-steel appliances, and cabinet space. Outside, the expansive lot offers endless opportunities for gardening, entertaining, recreation, or simply enjoying the tranquility of nature. A storage shed provides additional space for tools, lawn equipment, or outdoor hobbies. Whether you're a first-time homebuyer, someone looking for convenient one-level living, or looking for a vacation home, this property checks all the boxes! Conveniently located just minutes from historic downtown Chestertown, Rock Hall, nearby marinas, dining, shopping, and waterfront activities - with convenient access to major routes into Delaware and Pennsylvania - this property offers the ideal balance of peaceful rural living and easy travel. This is a rare combination of acreage, versatility, and affordability. Schedule your tour today and see why this home works just as well for everyday living as it does for your Eastern Shore escape! 3 Beds ⋅ 2 Baths UPDATED HOME, 1.66 ACRES, public water and sewer, and NO HOA - ALL FOR $299,500! Discover the value of this beautifully updated 3-bedroom, 1.5-bath home. Featuring a BRAND-NEW ROOF, NEW HVAC SYSTEM, and a ONE-YEAR HOME WARRANTY, this property offers major improvements already completed and the convenience of one-level living. In addition, there's a versatile bonus/flex room that is ideal for a home office, hobby area, or even a potential 4th bedroom to suit your needs. Step inside to discover a bright, inviting interior featuring brand-new luxury vinyl plank flooring and carpet, fresh paint throughout, and a thoughtfully updated kitchen complete with new butcher block countertops, brand-new stainless-steel appliances, and cabinet space. Outside, the expansive lot offers endless opportunities for gardening, entertaining, recreation, or simply enjoying the tranquility of nature. A storage shed provides additional space for tools, lawn equipment, or outdoor hobbies. Whether you're a first-time homebuyer, someone looking for convenient one-level living, or looking for a vacation home, this property checks all the boxes! Conveniently located just minutes from historic downtown Chestertown, Rock Hall, nearby marinas, dining, shopping, and waterfront activities - with convenient access to major routes into Delaware and Pennsylvania - this property offers the ideal balance of peaceful rural living and easy travel. This is a rare combination of acreage, versatility, and affordability. Schedule your tour today and see why this home works just as well for everyday living as it does for your Eastern Shore escape! 9126 Fairlee Rd, Chestertown Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
$449,900 Move-In Ready! Modern One-Level Living on a Spacious Half-Acre Lot Completed and move-in ready, this beautifully built 3-bedroom, 2-bath ranch home offers the perfect blend of quality craftsmanship, thoughtful design, and easy living. Situated on a generous half-acre lot in a peaceful country setting, this home features the convenience of one-level living with a slab foundation, providing minimal steps to enter and eliminating the need for stairs inside. Step inside to an inviting open floor plan highlighted by cathedral ceilings that create a bright and spacious living, dining, and kitchen area—ideal for both entertaining and everyday living. The kitchen has been thoughtfully upgraded with granite countertops, soft-close cabinetry and drawers, stainless steel appliances, and plenty of cabinet and countertop space. The well-designed layout offers excellent privacy, with the primary suite separated from the additional bedrooms. The spacious primary bedroom includes a private full bath and a large walk-in closet, while two additional bedrooms provide flexibility for family, guests, or a home office. Outside, you'll enjoy the privacy and room to spread out that comes with a ½-acre lot, offering plenty of space for outdoor entertaining, gardening, play, or simply relaxing and enjoying the peaceful surroundings. Features include: Move-in ready – no waiting to build 3 Bedrooms | 2 Full Bathrooms Spacious ½-acre lot One-level living with minimal steps Open-concept floor plan Cathedral ceilings in the living room and kitchen Granite countertops Upgraded soft-close cabinetry and drawers Stainless steel appliances Luxury vinyl plank flooring Attached 2-car garage Peaceful country setting Whether you're looking to downsize, purchase your first home, or simply enjoy the convenience of one-level living, this home offers modern finishes, an efficient floor plan, and the comfort of a brand-new home that's ready for immediate occupancy. Don't wait months for new construction—this beautiful home is complete, move-in ready, and waiting for its new owners. Schedule your private showing today! 3 Beds ⋅ 2 Baths Move-In Ready! Modern One-Level Living on a Spacious Half-Acre Lot Completed and move-in ready, this beautifully built 3-bedroom, 2-bath ranch home offers the perfect blend of quality craftsmanship, thoughtful design, and easy living. Situated on a generous half-acre lot in a peaceful country setting, this home features the convenience of one-level living with a slab foundation, providing minimal steps to enter and eliminating the need for stairs inside. Step inside to an inviting open floor plan highlighted by cathedral ceilings that create a bright and spacious living, dining, and kitchen area—ideal for both entertaining and everyday living. The kitchen has been thoughtfully upgraded with granite countertops, soft-close cabinetry and drawers, stainless steel appliances, and plenty of cabinet and countertop space. The well-designed layout offers excellent privacy, with the primary suite separated from the additional bedrooms. The spacious primary bedroom includes a private full bath and a large walk-in closet, while two additional bedrooms provide flexibility for family, guests, or a home office. Outside, you'll enjoy the privacy and room to spread out that comes with a ½-acre lot, offering plenty of space for outdoor entertaining, gardening, play, or simply relaxing and enjoying the peaceful surroundings. Features include: Move-in ready – no waiting to build 3 Bedrooms | 2 Full Bathrooms Spacious ½-acre lot One-level living with minimal steps Open-concept floor plan Cathedral ceilings in the living room and kitchen Granite countertops Upgraded soft-close cabinetry and drawers Stainless steel appliances Luxury vinyl plank flooring Attached 2-car garage Peaceful country setting Whether you're looking to downsize, purchase your first home, or simply enjoy the convenience of one-level living, this home offers modern finishes, an efficient floor plan, and the comfort of a brand-new home that's ready for immediate occupancy. Don't wait months for new construction—this beautiful home is complete, move-in ready, and waiting for its new owners. Schedule your private showing today! 705 Carmichael Rd, Queenstown Listing courtesy of Coldwell Banker Waterman Realty. Contact:
$299,999 Tenant occupied, income producing two unit property in downtown Grasonville now available! The front house (B) rents for $1200 per month to a month to month tenant. The house (B) has 3 bedrooms and 2 baths. The 2 bed 1 bath second floor garage apt rents for $1378 per month to month to month tenants. All tenant spay their own utilities. Tenant occupied, income producing two unit property in downtown Grasonville now available! The front house (B) rents for $1200 per month to a month to month tenant. The house (B) has 3 bedrooms and 2 baths. The 2 bed 1 bath second floor garage apt rents for $1378 per month to month to month tenants. All tenant spay their own utilities. 106 Phyllis Ct, Grasonville Listing courtesy of Alberti Realty, LLC. Contact:
$375,000 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. 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:
$425,000 Investment Opportunity Commercial and Mult- Family rentals - The current commercial space is being used for an antique store. Great location on corner lot. The parcels are known as 1502004674 and 1502004666, zoned B-1 and V. The V zoning includes two dwellings offering a total of 3 apartments that are currently rented. The buildings offer a lot of character and charm, just waiting for you next business idea. Investment Opportunity Commercial and Mult- Family rentals - The current commercial space is being used for an antique store. Great location on corner lot. The parcels are known as 1502004674 and 1502004666, zoned B-1 and V. The V zoning includes two dwellings offering a total of 3 apartments that are currently rented. The buildings offer a lot of character and charm, just waiting for you next business idea. 26622 Medders Rd, Still Pond Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$899,000 **$10,000 TOWARD BUYER CLOSING COSTS WITH AN ACCEPTABLE OFFER!** Space, privacy, and modern construction come together in this impressive 2022-built home in Centreville's desirable Willow Branch East community. Offering over 4,300 square feet of living space, five bedrooms, multiple flexible living areas, and a three-car garage, this home delivers the space and versatility today's buyers are looking for—all on a private 1.25-acre lot at the end of a quiet cul-de-sac. Inside, a welcoming front porch leads to a beautiful two-story foyer and an expansive, light-filled interior. The heart of the home is the open-concept kitchen and living area, where soaring two-story ceilings create an impressive sense of space. The kitchen features quartz countertops, abundant cabinetry, and generous room for gathering, while the adjoining dining area opens to a rear deck overlooking the peaceful, tree-lined backyard. The thoughtfully designed main level offers a spacious primary suite with a private bathroom and walk-in closet, allowing for convenient first-floor living. A dedicated home office, additional formal living or dining room, and main-level laundry provide the flexibility to accommodate a variety of lifestyles. Upstairs, four additional bedrooms include one with a private en suite bathroom, along with a full hall bath and an oversized bonus room perfect for a playroom, media room, fitness space, or second home office. Need even more room? The full unfinished basement, complete with a bathroom rough-in, offers incredible potential for future expansion, storage, or recreation. Outside, enjoy the privacy of 1.25 acres backing to mature trees, with plenty of room to entertain, play, garden, or simply unwind. A paved driveway, side-entry three-car garage, tankless water heater, and water treatment system add everyday convenience. Located just minutes from historic downtown Centreville and Route 301, this home offers peaceful Eastern Shore living with convenient access to Annapolis, Easton, and the Chesapeake Bay Bridge. With newer construction, generous living space, a private setting, and a $10,000 closing cost incentive, this is an opportunity worth a closer look. Schedule your private showing today! 5 Beds ⋅ 4 Baths **$10,000 TOWARD BUYER CLOSING COSTS WITH AN ACCEPTABLE OFFER!** Space, privacy, and modern construction come together in this impressive 2022-built home in Centreville's desirable Willow Branch East community. Offering over 4,300 square feet of living space, five bedrooms, multiple flexible living areas, and a three-car garage, this home delivers the space and versatility today's buyers are looking for—all on a private 1.25-acre lot at the end of a quiet cul-de-sac. Inside, a welcoming front porch leads to a beautiful two-story foyer and an expansive, light-filled interior. The heart of the home is the open-concept kitchen and living area, where soaring two-story ceilings create an impressive sense of space. The kitchen features quartz countertops, abundant cabinetry, and generous room for gathering, while the adjoining dining area opens to a rear deck overlooking the peaceful, tree-lined backyard. The thoughtfully designed main level offers a spacious primary suite with a private bathroom and walk-in closet, allowing for convenient first-floor living. A dedicated home office, additional formal living or dining room, and main-level laundry provide the flexibility to accommodate a variety of lifestyles. Upstairs, four additional bedrooms include one with a private en suite bathroom, along with a full hall bath and an oversized bonus room perfect for a playroom, media room, fitness space, or second home office. Need even more room? The full unfinished basement, complete with a bathroom rough-in, offers incredible potential for future expansion, storage, or recreation. Outside, enjoy the privacy of 1.25 acres backing to mature trees, with plenty of room to entertain, play, garden, or simply unwind. A paved driveway, side-entry three-car garage, tankless water heater, and water treatment system add everyday convenience. Located just minutes from historic downtown Centreville and Route 301, this home offers peaceful Eastern Shore living with convenient access to Annapolis, Easton, and the Chesapeake Bay Bridge. With newer construction, generous living space, a private setting, and a $10,000 closing cost incentive, this is an opportunity worth a closer look. Schedule your private showing today! 143 Thicket Ct, Centreville Listing courtesy of Coldwell Banker Realty. Contact:
$1,299,000 Sellers of 952 Chester River are offering up to $39,000 toward buyer’s allowable closing costs, prepaid expenses, and/or a lender-approved interest-rate buydown with a mutually accepted contract on or before November 24, 2026. Buyers may alternatively negotiate a price reduction in lieu of the closing-cost credit. All incentives are subject to seller-approved price and terms, lender approval, and applicable loan-program limits. Experience the best of Waterfront living at 952 Chester River Drive, where panoramic water views, spectacular sunsets, and thoughtful custom design come together to create an exceptional waterfront retreat. Offering over 3,500 square feet of living space, this custom-built home is perfectly positioned to capture endless water views from nearly every room. High ceilings and expansive windows fill the home with natural light while framing the ever-changing waterfront backdrop. Designed for both everyday living and effortless entertaining, the main level features an open floor plan that seamlessly connects the living, dining, and kitchen spaces. The gourmet kitchen is equipped with gas cooking, abundant cabinetry, and generous workspace, allowing you to prepare meals while enjoying stunning views of the water. With five bedrooms and three-and-a-half baths, there is plenty of room for family and guests. Thoughtful design elements throughout the home maximize both functionality and comfort while keeping the focus on the incredible waterfront setting. Step outside and discover a boater's dream. The private pier is equipped with electric, water, three boat lifts, including a 20,000-pound lift, 10,000-pound lift, and 2,500-pound lift, offering exceptional flexibility for multiple vessels and watercraft. Spend your days on the water and return home to breathtaking sunsets over the Chester. Additional features include a NEW roof, 2 - 1 year old HVAC systems, tankless hot water heater, attached two-car garage with excellent storage, 50 amp RV hook up, and the quality craftsmanship expected in a custom-built waterfront residence. Whether you're searching for a year-round residence or the ultimate waterfront getaway, 952 Chester Beach Road offers a rare opportunity to enjoy unmatched views, premier boating access, and the relaxed lifestyle that makes Maryland's Eastern Shore so special. 5 Beds ⋅ 4 Baths Sellers of 952 Chester River are offering up to $39,000 toward buyer’s allowable closing costs, prepaid expenses, and/or a lender-approved interest-rate buydown with a mutually accepted contract on or before November 24, 2026. Buyers may alternatively negotiate a price reduction in lieu of the closing-cost credit. All incentives are subject to seller-approved price and terms, lender approval, and applicable loan-program limits. Experience the best of Waterfront living at 952 Chester River Drive, where panoramic water views, spectacular sunsets, and thoughtful custom design come together to create an exceptional waterfront retreat. Offering over 3,500 square feet of living space, this custom-built home is perfectly positioned to capture endless water views from nearly every room. High ceilings and expansive windows fill the home with natural light while framing the ever-changing waterfront backdrop. Designed for both everyday living and effortless entertaining, the main level features an open floor plan that seamlessly connects the living, dining, and kitchen spaces. The gourmet kitchen is equipped with gas cooking, abundant cabinetry, and generous workspace, allowing you to prepare meals while enjoying stunning views of the water. With five bedrooms and three-and-a-half baths, there is plenty of room for family and guests. Thoughtful design elements throughout the home maximize both functionality and comfort while keeping the focus on the incredible waterfront setting. Step outside and discover a boater's dream. The private pier is equipped with electric, water, three boat lifts, including a 20,000-pound lift, 10,000-pound lift, and 2,500-pound lift, offering exceptional flexibility for multiple vessels and watercraft. Spend your days on the water and return home to breathtaking sunsets over the Chester. Additional features include a NEW roof, 2 - 1 year old HVAC systems, tankless hot water heater, attached two-car garage with excellent storage, 50 amp RV hook up, and the quality craftsmanship expected in a custom-built waterfront residence. Whether you're searching for a year-round residence or the ultimate waterfront getaway, 952 Chester Beach Road offers a rare opportunity to enjoy unmatched views, premier boating access, and the relaxed lifestyle that makes Maryland's Eastern Shore so special. 952 Chester River Dr, Grasonville Listing courtesy of Samson Properties. Contact:
$269,900 Welcome to this spacious 3-bedroom, 2.5-bath middle-unit townhome located in Easton. Conveniently situated near shopping, dining, parks, schools, and many of the amenities the town has to offer, this home also provides easy access to major highways for commuters The main living area features a large, combined living and dining room, perfect for everyday living and entertaining. Step outside onto the rear deck for outdoor relaxation and enjoyment. The galley-style kitchen offers ample cabinet space and includes a cozy eat-in area for casual meals. Upstairs, you'll find nearly 1,600 square feet of comfortable living space, including three generously sized bedrooms and two full bathrooms. The lower level offers almost 800 square feet of additional space, providing endless possibilities for storage, a home gym, recreation room. A rear-loading garage adds convenience and extra storage options. Don't miss this opportunity to own a well-located townhome with plenty of space and easy access to everything Easton has to offer. 3 Beds ⋅ 3 Baths Welcome to this spacious 3-bedroom, 2.5-bath middle-unit townhome located in Easton. Conveniently situated near shopping, dining, parks, schools, and many of the amenities the town has to offer, this home also provides easy access to major highways for commuters The main living area features a large, combined living and dining room, perfect for everyday living and entertaining. Step outside onto the rear deck for outdoor relaxation and enjoyment. The galley-style kitchen offers ample cabinet space and includes a cozy eat-in area for casual meals. Upstairs, you'll find nearly 1,600 square feet of comfortable living space, including three generously sized bedrooms and two full bathrooms. The lower level offers almost 800 square feet of additional space, providing endless possibilities for storage, a home gym, recreation room. A rear-loading garage adds convenience and extra storage options. Don't miss this opportunity to own a well-located townhome with plenty of space and easy access to everything Easton has to offer. 29595 Dutchmans Ln Unit 603, Easton Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$325,000 A rare find! This rancher on Washington Ave has dual use: zoned residential and commercial. Full finished basement. More details and pictures coming soon! 3 Beds ⋅ 1 Baths A rare find! This rancher on Washington Ave has dual use: zoned residential and commercial. Full finished basement. More details and pictures coming soon! 896 Washington Ave, Chestertown Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
$342,500 Motivated Seller. Sold As Is with Great Potential for Rehab...This is a Great Opportunity to make this your Forever Home. Great remodel and expansion potential in this Brick home on a large corner lot with Water Views. Home is in need of a Total Renovation. Just off of St. Michaels Rd. looking across to Oak Creek. With nearly 3/4 of an acre and no Flood Zone this is centrally located between Easton and St. Michaels. Property is being offered "As Is" ! 3 Beds ⋅ 2 Baths Motivated Seller. Sold As Is with Great Potential for Rehab...This is a Great Opportunity to make this your Forever Home. Great remodel and expansion potential in this Brick home on a large corner lot with Water Views. Home is in need of a Total Renovation. Just off of St. Michaels Rd. looking across to Oak Creek. With nearly 3/4 of an acre and no Flood Zone this is centrally located between Easton and St. Michaels. Property is being offered "As Is" ! 25911 River Rd, Newcomb Listing courtesy of Coldwell Banker Realty. Contact:
$474,500 PRICE OPTIMIZED TO $474,500! Enjoy true single-level living with NO HOA FEES in Centreville's desirable North Brook community. This beautifully maintained 3-bedroom, 2-bathroom rancher features a bright, open floor plan that flows seamlessly into a stunning, light-filled sunroom. French doors open to a premium custom brick patio (2023), perfect for outdoor entertaining on the spacious 0.34-acre lot. The upscale eat-in kitchen boasts granite countertops and dual pantries for exceptional storage. Peace-of-mind upgrades are completely done for you: New Roof (2020), Fully Encapsulated Crawl Space (2021), and 6" Gutter Guards with Underground Drainage (2022). Additional features include an attached 2-car garage with newly insulated walls and pull-down attic access. For total buyer convenience, a recent property boundary survey and lot staking have already been completed! Close to historic Centreville's wharf, trails, and dining. Move right in! 3 Beds ⋅ 2 Baths PRICE OPTIMIZED TO $474,500! Enjoy true single-level living with NO HOA FEES in Centreville's desirable North Brook community. This beautifully maintained 3-bedroom, 2-bathroom rancher features a bright, open floor plan that flows seamlessly into a stunning, light-filled sunroom. French doors open to a premium custom brick patio (2023), perfect for outdoor entertaining on the spacious 0.34-acre lot. The upscale eat-in kitchen boasts granite countertops and dual pantries for exceptional storage. Peace-of-mind upgrades are completely done for you: New Roof (2020), Fully Encapsulated Crawl Space (2021), and 6" Gutter Guards with Underground Drainage (2022). Additional features include an attached 2-car garage with newly insulated walls and pull-down attic access. For total buyer convenience, a recent property boundary survey and lot staking have already been completed! Close to historic Centreville's wharf, trails, and dining. Move right in! 114 Edenderry Ave, Centreville Listing courtesy of Benson & Mangold, LLC. Contact:
$2,995,000 Set on 28 private acres overlooking Plaindealing Creek along the desirable Easton–St. Michaels corridor, this beautifully remodeled waterfront home offers 4 bedrooms, 4 full baths, and breathtaking panoramic views stretching across to Oxford, the Choptank River, and beyond. Positioned on an exceptional point of land, the property enjoys a rare combination of expansive water vistas, privacy, and direct access to some of the Eastern Shore’s finest boating and sporting waters. A scenic, tree-lined drive leads to the residence, where the water immediately takes center stage. Thoughtfully renovated in 2019, with numerous additional upgrades completed in subsequent years, the home is designed for both relaxed everyday living and effortless entertaining. The main level features a waterside primary suite with an exquisite ensuite bath, along with an additional guest bedroom and adjacent full bath(with sauna). The spacious living room is anchored by a brick fireplace with pellet stove insert, custom built-ins, and sliding doors opening to the waterside patio, creating a seamless connection to the remarkable setting. A well-appointed kitchen with stainless steel appliances and granite countertops adjoins the separate dining room, where spectacular water views provide a memorable backdrop for gatherings. Two other main-level rooms offer flexibility for an office, family room, exercise room, or other living needs, while a generous laundry room with built-ins and a secondary staircase adds everyday convenience. Upstairs are two additional guest bedrooms and two en-suite baths along with an adjoining bonus room ideal for guests or hobbies, and a second staircase. A true sportsman’s paradise, the property offers deep water, excellent fishing, private hunting, and endless opportunities for boating and recreation. The private pier, completed in 2023, features three slips, a boat lift, and a jet ski lift. With approximately 7' MLW, a newly riprapped shoreline, sandy beach, new BAT septic system installed in 2019, and a new roof completed in 2026, this exceptional waterfront retreat is perfectly suited for those seeking the very best of Eastern Shore living. *Approximately 24 acres are enrolled in a Forest Stewardship Plan. * Please do not drive in without an appointment-security monitoring. 4 Beds ⋅ 4 Baths Set on 28 private acres overlooking Plaindealing Creek along the desirable Easton–St. Michaels corridor, this beautifully remodeled waterfront home offers 4 bedrooms, 4 full baths, and breathtaking panoramic views stretching across to Oxford, the Choptank River, and beyond. Positioned on an exceptional point of land, the property enjoys a rare combination of expansive water vistas, privacy, and direct access to some of the Eastern Shore’s finest boating and sporting waters. A scenic, tree-lined drive leads to the residence, where the water immediately takes center stage. Thoughtfully renovated in 2019, with numerous additional upgrades completed in subsequent years, the home is designed for both relaxed everyday living and effortless entertaining. The main level features a waterside primary suite with an exquisite ensuite bath, along with an additional guest bedroom and adjacent full bath(with sauna). The spacious living room is anchored by a brick fireplace with pellet stove insert, custom built-ins, and sliding doors opening to the waterside patio, creating a seamless connection to the remarkable setting. A well-appointed kitchen with stainless steel appliances and granite countertops adjoins the separate dining room, where spectacular water views provide a memorable backdrop for gatherings. Two other main-level rooms offer flexibility for an office, family room, exercise room, or other living needs, while a generous laundry room with built-ins and a secondary staircase adds everyday convenience. Upstairs are two additional guest bedrooms and two en-suite baths along with an adjoining bonus room ideal for guests or hobbies, and a second staircase. A true sportsman’s paradise, the property offers deep water, excellent fishing, private hunting, and endless opportunities for boating and recreation. The private pier, completed in 2023, features three slips, a boat lift, and a jet ski lift. With approximately 7' MLW, a newly riprapped shoreline, sandy beach, new BAT septic system installed in 2019, and a new roof completed in 2026, this exceptional waterfront retreat is perfectly suited for those seeking the very best of Eastern Shore living. *Approximately 24 acres are enrolled in a Forest Stewardship Plan. * Please do not drive in without an appointment-security monitoring. 26279 Deep Water Harbor Rd, Easton Listing courtesy of TTR Sotheby's International Realty. Contact:
$699,000 This two home listing in historic Stevensville is in walkable distance to Kent Island Elementary School, Stevensville Middle and Kent Island High School. The front house was built in 1932 and the back house was built in 1980 as a garage and is now a solid home with perfect bones. This property is being sold as-is and not a traditional listing. There will only be two open houses on two different weekends that have not been determined yet. Please do not drive on the to property because there are two different tenants that live there. This property is zoned residential and commercial. 4 Beds ⋅ 2 Baths This two home listing in historic Stevensville is in walkable distance to Kent Island Elementary School, Stevensville Middle and Kent Island High School. The front house was built in 1932 and the back house was built in 1980 as a garage and is now a solid home with perfect bones. This property is being sold as-is and not a traditional listing. There will only be two open houses on two different weekends that have not been determined yet. Please do not drive on the to property because there are two different tenants that live there. This property is zoned residential and commercial. 412 Main St, Stevensville Listing courtesy of Cottage Street Realty LLC. Contact:
$310,000 Welcome to this beautifully renovated 2-bedroom, 2-bath home sitting on a very large lot. This home in Rock Hall, a historic harbor town celebrated for its Chesapeake Bay shoreline, boating lifestyle and vibrant coastal charm, features 2 bedrooms, 2 bathrooms and 1200 square feet. It offers luxury vinyl floors, energy efficient windows, a spacious central island with seating, stainless steel appliances, a large back porch for entertaining and a large plot of land to build on if you wish. Experience the charm of this beautifully renovated colonial home in the heart of Kent County, where classic elegance meets modern luxury. Set on a generous 0.21-acre lot, this detached residence has undergone a major renovation in 2026, ensuring a seamless blend of timeless design and contemporary comforts. Step inside to discover a warm and inviting atmosphere, accentuated by high-end finishes throughout. The spacious layout features two well-appointed bedrooms and two full bathrooms, providing ample space for relaxation and rejuvenation. The heart of the home boasts a state-of-the-art kitchen equipped with a built-in microwave, perfect for culinary enthusiasts and entertaining guests. Natural light floods the interior, highlighting the exquisite craftsmanship defines this property. The exterior, adorned with durable vinyl siding, complements the classic colonial architecture, while the crushed stone driveway offers both functionality and curb appeal. Enjoy the tranquility of your surroundings in this peaceful neighborhood, where you can unwind on your private lot, free from the hustle and bustle of city life. With parking for up to three vehicles, convenience is at your fingertips. This home is not just a place to live; it's a lifestyle choice that embodies comfort, elegance, and sophistication. Embrace the opportunity to make this exquisite property your own and indulge in the luxury of modern living in a historic setting. You will be minutes from downtown Rock Hall, where you can enjoy fresh seafood, explore museums and experience the charm of this Eastern Shore town. Whether strolling along the waterfront, enjoying the marina or setting sail on the Bay, this home puts you at the heart of it all. 2 Beds ⋅ 2 Baths Welcome to this beautifully renovated 2-bedroom, 2-bath home sitting on a very large lot. This home in Rock Hall, a historic harbor town celebrated for its Chesapeake Bay shoreline, boating lifestyle and vibrant coastal charm, features 2 bedrooms, 2 bathrooms and 1200 square feet. It offers luxury vinyl floors, energy efficient windows, a spacious central island with seating, stainless steel appliances, a large back porch for entertaining and a large plot of land to build on if you wish. Experience the charm of this beautifully renovated colonial home in the heart of Kent County, where classic elegance meets modern luxury. Set on a generous 0.21-acre lot, this detached residence has undergone a major renovation in 2026, ensuring a seamless blend of timeless design and contemporary comforts. Step inside to discover a warm and inviting atmosphere, accentuated by high-end finishes throughout. The spacious layout features two well-appointed bedrooms and two full bathrooms, providing ample space for relaxation and rejuvenation. The heart of the home boasts a state-of-the-art kitchen equipped with a built-in microwave, perfect for culinary enthusiasts and entertaining guests. Natural light floods the interior, highlighting the exquisite craftsmanship defines this property. The exterior, adorned with durable vinyl siding, complements the classic colonial architecture, while the crushed stone driveway offers both functionality and curb appeal. Enjoy the tranquility of your surroundings in this peaceful neighborhood, where you can unwind on your private lot, free from the hustle and bustle of city life. With parking for up to three vehicles, convenience is at your fingertips. This home is not just a place to live; it's a lifestyle choice that embodies comfort, elegance, and sophistication. Embrace the opportunity to make this exquisite property your own and indulge in the luxury of modern living in a historic setting. You will be minutes from downtown Rock Hall, where you can enjoy fresh seafood, explore museums and experience the charm of this Eastern Shore town. Whether strolling along the waterfront, enjoying the marina or setting sail on the Bay, this home puts you at the heart of it all. 21232 Rock Hall Ave, Rock Hall Listing courtesy of RE/MAX Advantage Realty. Contact:
$255,000 SELLER OFFERING $5,000 CREDIT TOWARDS BUYER CLOSING COST OR RATE BUYDOWN. Tired of paying rent? This move-in-ready 3-bedroom Easton home lets you start building equity immediately—with exterior maintenance handled for you. The main level features an eat-in kitchen, spacious living room, and convenient half bath. Upstairs you'll find a primary suite with built-ins, two additional bedrooms, and two full baths. Outside, enjoy the private patio overlooking a peaceful backyard. 3 Beds ⋅ 3 Baths SELLER OFFERING $5,000 CREDIT TOWARDS BUYER CLOSING COST OR RATE BUYDOWN. Tired of paying rent? This move-in-ready 3-bedroom Easton home lets you start building equity immediately—with exterior maintenance handled for you. The main level features an eat-in kitchen, spacious living room, and convenient half bath. Upstairs you'll find a primary suite with built-ins, two additional bedrooms, and two full baths. Outside, enjoy the private patio overlooking a peaceful backyard. 29595 Dutchmans Ln Unit 58, Easton Listing courtesy of Benson & Mangold, LLC. Contact: