Extremely private waterfront home sited on 5.53 +/- acres on the totally rip-rapped 750' of the Choptank River. The magnificent 5244 sq. ft. home's interior is a Craftsman style, Greene and Greene inspired design, many of which are listed in the National Historic Register. Enter the handsome red cedar shake sided front entrance to an open, awe inspiring, quartzite stone floor, along with oak flooring, to a beautifully windowed floor plan of living room, den, spacious dining area, massive Temp Cast fireplace, gourmet kitchen and breathtaking views from each area. The main level also incorporates a large, functional butler's pantry, utility room, tile and granite full bath, large artist's studio with enormous overhead fixed sky light as well as a screened green house.The house is beautifully sited offering Northwest and Southwest views over the open water of the Choptank River with the promise of magnificent sunsets throughout the year.Take the elevator to the second floor, or access the beautiful custom crafted stairway, to find two large oak floored primary bedrooms, each with generous en-suite baths using tile and granite (one wheelchair accessible), as well as tremendous walk in and open door closets. Also discover a laundry room as well as a handsome office all with stunning water views throughout. The third level offers an enormous oak floored open family room with a possible outside deck, guest bedroom and bath.Storage is abundant on every level along with geothermal HVAC and radiant heat, Loewen double paned casement windows and doors throughout. There is a climate controlled crawl space with concrete slab floor as well as 3 sheds, a sandy beach, Ipe zero maintenance outside decks, copper roofing, a whole house vacuum system and a back-up propane generator. This must see property will bring to light a number of other amenities encompassing this thoughtfully planned property.

Experience a serene vacation without leaving home at your very own waterfront sanctuary nestled along the tranquil shores of Plaindealing Creek. Discover over 5 acres of pure paradise, tucked away in a peaceful and sheltered cove, boasting an impressive 350+/- feet of water frontage. Launch your canoe or kayak with ease and keep 2 boats at your own pier. Embrace the waterside allure with an in-ground concrete pool, a screened-in porch for delightful outdoor lounging, and large patio for entertaining. Primary bedroom features water views, en-suite bathroom, and oversized walk-in closet. The open layout creates a perfect space for hosting guests. The recently updated kitchen features wood-look tile flooring, stainless steel appliances, luxurious quartz countertops, custom banquette seating, and freshly painted cabinets. There’s also a living room with wood-burning fireplace and dining room. This ranch-style home boasts a newer septic system and roof, new HVAC unit, and an encapsulated crawlspace. Only a 10-minute drive to both St. Michaels and Easton, and a short boat ride to Oxford, this residence offers an unmatched blend of privacy and convenience. Embrace Eastern Shore living and schedule your exclusive showing today.

Eastern Shore Waterfront Home is set on 5-acres on Rosin Creek in Queen Anne’s County, Maryland. The home is located in a peaceful, wooded setting with lovely long water views, yet it is only a 10-minute drive to Chestertown. Enjoy the private dock for fishing and water activities, or, head out for a 10-minute boat ride up the Chester River to historic Chestertown. Downstairs, the main living area offers a first floor bedroom, full bath, lovely sunroom overlooking the creek, and living room with a fireplace and wood-burning stove. Upstairs are three bedrooms, a full bath and bonus room. The house has an attached garage and also a separate garage and workshop. Set in the quiet community of Royston Shores, Roundtop park is nearby with a basketball court, tennis courts, pickle ball courts and pavilion.Chestertown is located on The Eastern Shore of Maryland, about 90 minutes from Washington, D.C. and Philadelphia. Founded in 1706, it is set on the banks of the Chester River and is home to Washington College and the University of Maryland Shore Medical Center.The walking town features period homes, shops, galleries, live theater and waterfront park. Dining options include an oyster bar, bakery, cafe, luncheonette and fine dining restaurants. The landing at the foot of High Street leads to the Chester River Walk and the Chester River Packet offering public river cruises. Annual events include the Chestertown Tea Party and Tall Ship Downrigging Weekend. Residents and visitors alike enjoy the vibrant arts community, the Saturday Farmers/Artisan Market, parks, rails-to-trails and water activities.

This Waterfront Contemporary home is nestled on a bluff with sweeping views of Still Pond Creek. The property checks all of the boxes for your retreat including a well maintained deck, screened river room for crab feasts, private sandy beach and dock with several boat lifts. The living room has a cathedral ceiling, wood burning fireplace, and glass sliders leading you to the deck with incredible views of nature and wildlife. One of the 3 main floor bedrooms, the primary suite has an ensuite bathroom, walk-in closet, and full length windows to celebrate the property's connection with the water. On the lower level you will find another bedroom, den, workshop, and garage. Upgrades include New Heating and Cooling (2024&2025), New Roof (2022), Garage Door (2024), Plumbing and Electrical Updates (2022), Generator, Rinnai Tankless hot water heater, and Reverse Osmosis water treatment. Still Pond Creek provides direct access to the open waters of the Chesapeake Bay for prime boating opportunities however is a protected tributary making it great for water sports. The property is located in the rolling farmlands of Worton, only 15 minutes from the shops, restaurants, and galleries of downtown historic Chestertown. Philadelphia, Washington D.C., and Baltimore are all less than a 2 hour drive making this perfect for a weekend getaway or year round residence.

Motivated sellers! Owners will consider all reasonable offers or credit towards updating. No HOA! Winebranch is a 19.3 acre private estate with 550 feet of waterfront on Still Pond Creek. The land is beautiful; undulating towards the creek with a canopy of trees. The 2 story traditional house sits on a bluff above the water with five sliding doors facing the creek for breathtaking water views. The house has a huge eat in kitchen with a professional Viking range and a full size exhaust hood so you can grill your steaks, chops, etc. inside on a cold, wet night. The counter tops are all solid surface. It has a large family room and contiguous Florida room have a brick fireplace with built in wood stove insert to keep you warm on chilly nights. There are 3 large bedrooms and 2 full baths upstairs, plus a huge powder room on the first floor. Owner's suite has a large walk in closet equipped with California Closets for storage. The utility room includes a washer/dryer and ample storage for your cleaning supplies. The basement includes a finished recreation room. The house has a central vacuum system for every room. There is a 2 car attached garage that also has California Closet storage. Enjoys the views from the spacious outdoor brick patio and raised wrap around deck. There is potential to convert a first floor room into a bedroom. To store your tractor, yard tools, or boat there is a 38x28ft pole building located on the property. This building has large sliding doors, a concrete floor, and electricity. There is an additional separate 3 car garage/workshop, also with electricity, located just as you enter the property. Still Pond Creek is fresh water so no problem with jellyfish. A 40 ft floating dock for your kayaks, canoe, fishing boat or runabout. Access to the Chesapeake Bay directly from your dock. Because of the elevation, there is no need for flood insurance. Commuting distance to Baltimore, Annapolis, DC, and Philadelphia or you can work from home with the high speed internet service. This is an opportunity to acquire a unique property offering the best in country living and the ultimate in privacy and security . Perfect for lazy walks with the dogs and watching the birds.

Eastern Shore of Maryland home with nearly 3/4 acres is privately sited on a wooded corner lot in the Historic District, yet it is just a walk away from downtown Chestertown.The traditional brick home offers a spacious, open design with formal living room with a fireplace, a dining room and a lovely sitting room opening to the wrap-around screened porch with wooded views. The first floor also features a bedroom, full bath, eat-in kitchen, family room, and two powder rooms.The second floor primary bedroom and bath offers a private retreat with an inviting sitting area. Upstairs also has an additional bedroom and bath. The property offers hard-to-find amenities including off-street parking, a two-car garage and a full basement with a shop.Chestertown is located on The Eastern Shore of Maryland, about 90 minutes from Washington, D.C. and Philadelphia. Founded in 1706, and set on the banks of the Chester River it is home to Washington College and the University of Md. Shore Medical Center. Brick walkways are lined with period homes, shops, galleries, an oyster bar, bakery, cafes, luncheonette and fine dining restaurants. The landing at the foot of High Street leads to the Chester River Walk and the Chester River Packet offering public river cruises. Annual events include the Chestertown Tea Party and Tall Ship Downrigging Weekend. Residents and visitors alike enjoy the vibrant arts community, the Saturday Farmers/Artisan Market, parks, the live theater, rails-to-trails and water activities.

French countryside estate in the rolling farmlands of Worton, just 15 minutes from Historic Downtown Chestertown. This pristinely maintained property is located in Clearview, a luxury water oriented community perched above Churn Creek . The open kitchen has high end stainless steel appliances with brands such as JennAir and Bosch, fine wood cabinetry, and sweeping views of nature. Hardwood floors, 2 stone fireplaces, and high ceilings create a polished and grandiose feeling throughout the main level. The first floor primary suite also includes the views, spacious walk-in closet, as well as an en suite bathroom with double vanity, jacuzzi and walk in shower. Upstairs you will find 3 bedrooms and a separate staircase above the garage to a finished office or hobby room. The finished walkout basement is a huge plus with another bedroom and full bathroom. Enjoy the rear yard from the comfort of the covered porch or open Ipe deck. Bonus amenities include 2 separate 2 car garages as well as a private pool with outdoor recreation area, and community open spaces for walking such as a meadow and pond.

Carefree waterfront living within a short stroll or bike ride to Charming Historic Downtown Chestertown, Washington College and the Chester River Yacht and Country Club. This home offers some of the finest waterfront views in the entire Chester River Landing Community. Just imagine a front row seat to the annual Chestertown Fourth of July fireworks, broad views of the Schooner Sultana sailing to and from their Chester River port and the warm Chester River sunrises from all three floors of your home! The Chester River Landing Community offers a Relaxing Coastal Vibe with Community Pool, luscious flowering landscaping with oyster shell paths meandering through the community, deep water dockage ( slip #B-2 included in the sale) at the community marina, community firepit for cool spring and fall gatherings, and more. The home itself boasts 3 bedrooms, 2 1/2 Baths, two waterside decks with exceptional water views, spacious living level with marvelous kitchen, expansive dining area, comfortable living room, wood floors, fireplace, 2 car garage with 2 additional exterior parking spaces and 1st floor office or hobby room. This home and environment is ideal for retirement or weekend living close to several metropolitan areas including Philadelphia, Washington, DC. and Baltimore, Md. Come discover Chestertown and Maryland's Eastern Shore! Showings by appointment only.

This peaceful farmette has a bit of everything with a retired tree farm, 10acres of leased tillable land, 12 pristinely maintained garages, and a spacious 3 bedroom home with first floor owner's suite. Attention to detail and meticulous upkeep can be evidenced throughout this property. The extra garage space in the outbuildings are perfect for your home business or car collection. The generous owner's suite and additional two full sized bedrooms are all on the main level. The enclosed sunroom allows for an unmatched connection with nature year round with its gas stove and oversized glass windows. The open floor plan allows for easy flow between the Great Room and Gourmet Kitchen, both with countryside views. Upstairs has the perfect space for an office or hobby room. The full sized, partially finished basement has heating, and was previously used as an additional pantry and space for passion projects.

Eastern Shore of Maryland Waterfront Cottage is perched on the banks of Rosin Creek in Queen Anne’s County.Cozy, comfortable home welcomes you with wrap-around waterviews in a serene wooded setting. With convenient single level living, the three bedroom one-and-half bath home offers an open flowing floorplan bright with natural light and custom wood detail. Relax and enjoy views from the large screened porch or stroll down to your dock and floating dock for boating, fishing and water activities. Located in the popular waterfront community of Chester Harbor you are a walk away from the community dock and picnic area.This property is a little gem located just 3-miles from downtown historic Chestertown. Chestertown is located about 90 minutes from Washington, D.C. and Philadelphia. Founded in 1706, it is set on the banks of the Chester River and is home to Washington College and the University of Maryland Shore Medical Center.The walking town features beautiful period homes, sought after shops, galleries, live theater and waterfront park. Dining options include an oyster bar, bakery, cafes, luncheonette and fine dining restaurants. The landing at the foot of High Street leads to the Chester River Walk where you can take a river cruise on the Chester River Packet. Annual events include the Chestertown Tea Party and Tall Ship Downrigging Weekend. Residents and visitors alike enjoy the vibrant arts community, the Saturday Farmers/Artisan Market, waterfront park, rails-to-trails and water activities.

Discover your dream waterfront retreat on Grays Inn Creek, where breathtaking sunsets and protected, western-facing views create a stunning backdrop. This 4-bedroom, 2-bathroom home (with one bedroom currently used as an office) offers a perfect blend of comfort and outdoor living. Enjoy direct water access from your private dock, featuring multiple slips and a 12,500-pound boat lift. The prime location, just around the bend from the mouth of the Chester River and the Chesapeake Bay, ensures endless opportunities for exploration. The property also has an attached garage/workshop, multiple sheds for ample storage, and a spacious driveway. Only a 5 minute drive to Rock Hall. With nearly $100,000 recently invested in new windows and doors, this home is well-prepared for you to add your personal touches and make it your own. Embrace the waterfront lifestyle you've always wanted in this serene and picturesque setting.

Welcome to 317 Union Church Rd, Stunning Custom Built Farmhouse with all the bells and whistles perfectly sited on over 1 acre. Open concept yet defined spaces allow this home to function wonderfully for entertaining and everyday living...The home exudes style and hospitality from its covered wraparound plantation porch through to the welcoming extra wide entry, seamlessly flowing to the gorgeous light filled designer kitchen (breakfast island, SS appliances, quartz countertops, farm sink and a custom pantry by California Closets), adjoining dining area and a spacious living room with cathedral ceiling. The sleeping zone offers 4 comfortable size bedrooms and 3.5 baths. The primary bedroom is enhanced with a trayed ceiling, walk-in closet, lavish bath with tiled shower and double vanity. Other highlights of the home include custom bench/locker area, Jack & Jill bath, separate laundry room, powder room, LED designer lighting throughout, paddle fans, recessed lighting, black windows, USB outlets, back patio and to top it off a climate controlled garage. Just a few miles from picturesque historic Chestertown, easy commute to Easton, Annapolis and MD/DE beaches! Come enjoy the Eastern Shore -fishing, crabbing piers, playgrounds, bike/walking trails, parks and so much more! This home will be love at first sight, put this on your MUST SEE list!! Schedule your showing today!! Professional pictures coming soon. Note - current interior photos are from new build in 2021.

Eastern Shore of Maryland Waterfront Cottage is perched on the banks of Rosin Creek in Queen Anne’s County. Cozy, comfortable home welcomes you with wrap-around water views in a serene wooded setting. With convenient single level living, the three bedroom two bathroom home offers a flowing floor plan bright with natural light and custom upgrades. Relax and enjoy views from the private walkout deck or stroll down to your dock for boating, fishing and water activities. Located in the popular waterfront community of Chester Harbor you are a walk away from the community dock and picnic area. This property is a little gem located just 3-miles from downtown historic Chestertown.Chestertown is located about 90 minutes from Washington, D.C. and Philadelphia. Founded in 1706, it is set on the banks of the Chester River and is home to Washington College and the University of Maryland Shore Medical Center. The walking town features beautiful period homes, sought after shops, galleries, live theater and waterfront park. Dining options include an oyster bar, bakery, cafes, luncheonette and fine dining restaurants. The landing at the foot of High Street leads to the Chester River Walk where you can take a river cruise on the Chester River Packet. Annual events include the Chestertown Tea Party and Tall Ship Downrigging Weekend. Residents and visitors alike enjoy the vibrant arts community, the Saturday Farmers/Artisan Market, waterfront park, rails-to-trails and water activities.

New Price Improvement.. 634,900.00,Seller says SELL now!!!!From the minute you drive through the gates of this lovely community you will experience the tranquil feel of the welcoming sounds of the fountains with meticulous maintained landscaping- you’ll know you have entered your own oasis of Eastern Shore Living.This 3-story end townhome offers lots of natural lights with endless views of the water from the front & rear of the unit. Nothing better than sitting on your porch overlooking Wells Cove/ The Narrows/ Eastern Bay watching the sunsets- knowing you are home sweet home! Now that’s the life!This home is ready for you to start enjoying a new lifestyle and has something that is almost impossible to find anywhere else in the area!!!The family room with gas fireplace features large sliding glass door with additional window to take advantage of the endless views. The adjoining kitchen makes this home comfortable for entertaining.In the front of this home also offers a great living/sunroom with Waterview’s. Again, making this main floor living just right for entertaining or quiet, relaxing living.The second floor welcomes you to 3 generous size bedrooms. Wake up in your large master bedroom with amazing Waterview’s. Spa like bathroom and large walk-in closet.The second and third bedrooms with nice size closets and a conveniently located hall bath. Laundry room also located in second floor.Now for the bonus loft area located on the third floor. Huge, open loft room with wall of windows with massive endless water views of Kent Narrows and the Eastern Bay. Also located in the loft area is a big full bath & closet. This loft room can have many uses. Great area for overnight guest- offering them privacy yet having the feel of an expensive waterfront suite. Great for teenage retreat or mother-in-law suite. The huge window seat would also be a great place to just grab a cup of coffee and curl-up with a good book. I bet on a cold snowy day with the awesome views from the window seat you could get lost for hours between the snowflakes.You ask what special feature does the particular property offer? A nearly impossible to find in any surrounding marinas.A SEPARATELY DEEDED 60 FOOT- DEEP WATER- FULLY PROTECTED BOAT SLIP WITH ELECTRIC.Walk to your boat morning noon and night! Storm coming?? You will be just steps away from your boat to check and make sure all lines are properly secure. Boat slip # MIVG05Did I mention the community amenities: Saltwater Pool- clubhouse- fitness room- tennis courts-kayak launch and storage- Jet ski storage- Basketball-and waterfront walking trail?20 minutes to Annapolis- Short drive or boat ride to Restaurant’s- Tiki Bars-St. Michael’s and so much more.Call today for your private tour of this unique property.

For comfortable country living and produce farming, this property is minutes from Chestertown and Middletown. It’s all here: hardwood floors (cherry), spacious kitchen with abundant storage, open plan living/dining space, first floor owner’s suite with custom bathroom, and three more bedrooms plus a study and “bonus room” upstairs, and full-height attic above. The 16x24 deck and exterior steps were resurfaced this summer with Trex 25-year composite. This special property has six verdant acres, with a 14x24 greenhouse and two 96-foot high tunnels for the buyer interested in year-round produce, a 30x40 garage/pole barn (with 100 amp service and a 8x8 walk-in cooler) for your vehicles, tractor, riding mower, and more, henhouse with nest boxes, optional poultry processing equipment, two fields ready for planting in 50- and 100-foot raised beds, a mixed fruit orchard, and extensive waterlines with frost-free hydrants installed near outbuildings and growing areas. The property is Certified Naturally Grown, meaning no chemical fertilizers, pesticides or herbicides have been used anywhere on the property (for the past ten years). The walk-out basement, with radiant heat flooring and waste rough-in, is inside the conditioned space and ready for conversion to habitable space. New heat pump and other energy saving improvements in 2023.

For comfortable country living and produce farming this property is minutes from Chestertown andMiddletown. It’s all here: hardwood floors (cherry), spacious kitchen with abundant storage, open planliving/dining space, first floor owner’s suite with custom bathroom, and three more bedrooms plus astudy and “bonus room” upstairs, and full-height attic above. The 16x24 deck and exterior steps wereresurfaced this summer with Trex 25-year composite. This special property has six verdant acres, with a14x24 greenhouse and two 96-foot high tunnels for the buyer interested in year-round produce, a 30x40garage/pole barn (with 100 amp service and a 8x8 walk-in cooler) for your vehicles, tractor, ridingmower, and more, henhouse with nest boxes, optional poultry processing equipment, two fields readyfor planting in 50- and 100-foot raised beds, a mixed fruit orchard, and extensive waterlines with frostfree hydrants installed near outbuildings and growing areas. The property is Certified Naturally Grown,meaning no chemical fertilizers, pesticides or herbicides have been used anywhere on the property (forthe past ten years). The walk-out basement, with radiant heat flooring and waste rough-in, is inside theconditioned space and ready for conversion to habitable space. New heat pump and other energy savingimprovements in 2023.

Price improvement!This building has been converted into 4 apartments. All units are currently rented. Limited interior photos to respect tenant privacy. Landlord pays all utilities.128 North Queen Street, built in the beautiful Queen Anne style is one of the finest 19th-century houses in the Chestertown Historic District. The house is a block from the Chester River, close to Washington College and two blocks from downtown, shops, and the Chestertown Marina. It was designed by Baltimore Architect ,Benjamin Owens. The building served as the Methodist Parsonage for the Christ Methodist Church on High Street soon after he designed the church in 1887. The multi-gabled house is asymmetrical, filled with light from large double-hung windows, with a three-story turret in one corner large enough for a desk from where you can view the Chester River. Hardwood floors are located throughout. A beautiful original polished staircase with turned and polished wood balustrades rises from the central hall. Original stained glass windows shimmer with color in the main staircase and a second-floor bathroom which retains an amazingly large claw foot bathtub with polished wood surround. A slate surround and carved wood fireplace mantel center the den and living area on the first floor. The building is heated by a one year old boiler and cooled by a one year old heat pump system.Unit 1 is an efficiency. Rent $980Unit 2 is 2 stories and 2 bedrooms with a washer/dryer. Rent $1850Unit 3 is a 1 bedroom with a turret. Rent $1300Unit 4 is a 1 bedroom with a turret. Rent $1200Last year's electric: $4331Last year's oil: $3215

Experience the history, culture, and small town charm of Talbot County with this gem. Don't miss out on this Early Victorian home located on a corner lot in Easton's prime street for historical architecture, Aurora Street. The properties on this strip in the town's historic district go quickly! The owner completely remodeled the house in the 2017 better allowing you to mix historic charm with modern amenities. The new kitchen has an island with space to eat in, premium countertops, hardwood floors, and all stainless steel appliances. A separate dining room sports gorgeous windows for a more formal experience. The front study/sunroom lets in lots of natural light and has plenty of shelf space lending itself to serve as an office or studio. The living room has a fireplace with wood burning stove as a well french doors opening up to the wrap around porch. An open foyer includes stairs up to the second floor. The rooms have original hand blown glass windows making you feel as if you had taken a step back in time. Sit down tile shower in the master bathroom is spacious and includes 2 ceiling shower heads. The master bathroom also includes a double sink and private water closet. Outside one can enjoy the traditional wrap around porch that looks out over the open grass front yard. The back yard is fenced in for more privacy and includes a crushed stone patio area. The back also includes an outbuilding/workshop with heating, electric, water, and even an outdoor shower. The property has a long driveway big enough for at least 3 vehicles.

This 3 bedroom 2.5 bathroom Cape Cod has been recently updated and is located on one of Chestertown’s most desired streets. The sunroom provides a wonderful connection with nature. The newly added en suite bathroom with double vanity for the primary bedroom adds convenience and luxury. Dual zoned A/C ensures a refreshing summer and the wood burning fireplace provides a great extra boost of heat during the winter. Keep your cars and toys protected in the 2 car garage. The fenced in rear yard adds privacy and provides a great setting for the tasteful plantings. The property is walking or beach cruiser distance from historic Chestertown’s shops and restaurants.

BREATHTAKING SUNRISE VIEWS OVER CHESTER RIVER! Nestled in the serene Riverside Terrace community, this charming 2-bedroom, 1.5-bathroom condo offers an idyllic waterfront lifestyle in picturesque Chestertown. Begin your day with the tranquil beauty of sunrise vistas over the Chester River, visible from your private balcony off your bedroom, screened porch, and spacious outdoor patio. Whether you're savoring your morning coffee or hosting intimate gatherings, each space is designed to maximize the stunning water views. Step inside to discover a thoughtfully laid-out floor plan, where the entrance door leads seamlessly into the kitchen and the living/dining area opens onto the screened porch, extending your living space outdoors. Perfect for full-time residency or as a second home retreat, this lovingly maintained condo is an oasis of comfort and relaxation. With convenient access to downtown shopping, farmers market, and the nearby Chesapeake Bay, immerse yourself in the quintessential Eastern Shore lifestyle at its finest.

Completely renovated in 2006-2007 and loving cared for by the current owner! There is really nothing you need to do but move in. Wood floors can be found throughout this amazing home with a open floor plan on the main level. The living room flows into the kitchen and dining area with an exit to the rear deck and fenced backyard. Kitchen has granite counters, stainless appliances and recessed lighting. There is also a powder room on the main level. The 2nd level offers 2 bedrooms with their own baths. One bedroom offers a cathedral ceiling. The third level could be an office, den or you could convert to a third bedroom. You have ample storage space in the walk-in attic and a partial basement for some of the mechanicals. Located in Chestertown's Historic District and just a few blocks from Chestertown's revitalized waterfront!

This recently renovated home is conveniently located in Chestertown's Historic District. The home has been pristinely maintained and boasts new energy efficient appliances. The first level has an open floor plan with great flow straight through from the front to the back boasting gorgeous hardwood floors. The living room is cozy and includes a fireplace. The dining room is spacious and gets flooded with natural light. The recently updated kitchen has stainless steel appliances, upgraded countertops. and a nice layout. From the kitchen one can walk out onto the back patio area with amazing landscaping and ample outdoor living space. In the back you can relax on your brick patio enjoying the outdoor lighting and small stone pond surrounded with nice landscaping. The wood fencing provides great privacy in the rear yard. Upstairs has 2 full bedrooms and 2 full bathrooms with plenty of space and natural light throughout. The front bedroom also includes a hatch leading up to the grand attic space currently used as a workshop. The side yard provides access directly from the street to the rear patio and has a shed for garden tools. The house lies within walking distance of historic Chestertown's boutique shops, art galleries, cafes, restaurants, and the famous Chester River. Don't miss out on this rare chance to purchase an already fully upgraded historic home in Chestertown's Downtown. Professional photos soon to come!

Embrace the walkable lifestyle of Chestertown in this completely renovated downtown gem from 1900. Experience both historic charm and modern amenities as this home has all brand new plumbing, electrical, insulation, HVAC, and roofing. Make the most of one floor living with the beautifully designed first floor owner's suite. The ensuite owner's bathroom comes with a tastefully tiled walk-in shower. Double doors open right from the suite onto the covered side porch that wraps around to a private back deck. An all new kitchen is awaiting your culinary pursuits while the open floor plan drawing you to the living room remains flooded with natural light from the tall historic windows. The second floor has two generous sized bedrooms and another new full bathroom. The front bedroom has a staircase up the finished third floor hobby room. The rear yard is fenced, shaded and ready for your next cookout. Off street parking is another added bonus to this property. Enjoy the perfect balance of historic and upgraded with this catch just a few blocks from Chestertown's shops, culture and waterfront.

Shore living at its best! Stunning ranch style home situated on 3.96 acres - start your day with coffee on the front porch watching the sun rise over beautiful farmland. 30 minutes to the Bay Bridge and close to Delaware shopping. This newly renovated home features 3 spacious bedrooms, 2 full baths, separate laundry room, and an oversized 2 car garage. Well built 2x6 construction, encapsulated crawlspace, newly sealed/insulated attic, brand new high efficiency HVAC, Water Heater, Doors, Andersen Windows, and appliances will have you living in style and comfort. Enjoy the gourmet kitchen featuring gorgeous granite counters and tile backsplash, large island with hide-a-way trash cans and roll-out shelving, semi-custom soft close cabinetry and space for counter seating. Gallery line appliances, extra large convection bake + air fry oven, counter depth refrigerator with filtered water and ice. Adjoining dining area for your farm table and easy access to the deck for outdoor living/grilling/entertaining. The large living room is centered by the bow window letting in natural light and beautiful views of the sprawling front yard and Delaware farm across the street. The primary en-suite bedroom features wooded views, large double closet, spacious bath with linen closet and stunning tile and cabinetry. Two other bedrooms also feature terrific outdoor views, large lighted closets and ceiling fans. Low worry luxury vinyl flooring will stand up to country living and still look great! The laundry/mud room has utility sink/cabinet, new high efficiency washer/dryer, and space for other storage. An oversized attached 2 car garage with new insulated overhead door offers parking and lots of storage space both inside and above in the attic space accessed by new pull down stairs. Comfortable living inside and so much to do outdoors! The sprawling yard features a newly milled driveway, large storage shed, mature and fruiting trees, professional landscaping, large level areas and several acres of mature woods behind the house. Seller is offering $5,000 closing help with acceptable contract. You don't want to miss this one!!

Eastern Shore home is located in Chestertown in Queen Anne’s County and offers glimpses of the Chester River. In 2019 the kitchen underwent a complete renovation with an open plan including a dining area and great room that are bright with natural light and beautiful wood floors. The focal point of the kitchen is the lovely Carrara marble countertops and the island with countertop seating. The spacious, inviting kitchen features a 5-burner gas cooktop, double ovens, pantry cabinetry and shelves by Vicco VonVoss. Sliding doors opening to the deck invite outdoor living in a quiet, shaded setting with mature trees and large fenced-in backyard. There is a primary bedroom suite with a full bath, as well as two additional bedrooms and another full bath. The attached garage has storage overhead in the attic.The home is located just a mile from the historic downtown district of Chestertown in Kent County. Founded in 1706, Chestertown is set on the banks of the Chester River and is home to Washington College. Brick sidewalks are lined with lovely period homes, shops, Evergrain Bakery, galleries, theatre, The Retriever Oyster Bar and restaurants. Residents and visitors alike enjoy the river walk, parks, farmers market, walking trails and annual festivals. River cruises are available on the Chester River Packet. Chestertown is located about 90 minutes from Washington, D.C. and Philadelphia and 1-hour from Wilmington.

This impeccably upgraded and maintained Cape Cod is located in the coveted neighborhood Waterman's Estates in Rock Hall. Enjoy a walkable lifestyle with the docks of Rock Hall Harbor just a few blocks away along with the shops and restaurants on the town's Main Street. Walk from the covered front porch in to a comfortable open floor plan sporting hardwood and smart controls including temperature control and keyless entry. The gourmet kitchen includes stainless steel appliances, island, and glass sliding doors out to the spacious deck. Take advantage of one floor living with a full bathroom, laundry and 2 bedrooms on the first floor as well. Upstairs you find 2 more generous sized bedrooms flooded with natural light along with another well appointed bathroom. The rear yard is perfect for creating memories either on the pristine wood deck, grassy fenced yard, or gravel fire pit lounge area overlooking the community pond. A 16' x 6' storage shed ensures you have plenty of room for Eastern Shore toys. This property comes furnished and is ready for you to move in.

Within walking distance of Washington College, medical services, parks and schools and convenient to historic downtown arts and entertainment district, this low-maintenance- exterior brick rancher is ready for your personal decorating touches. Living Room and formal dining room. One primary bedroom with en suite bath. Two additional bedrooms and a family bathroom. Country kitchen with wood-burning fireplace and sliding doors leading to deck. Laundry Room. Large shade trees and a private backyard.

A stately and sturdy Federal/Victorian near the Chesapeake Bay on 3 acres with a handsome Mansard roof (the roof is new). The property is surrounded by 300 acres currently in preservation creating a lovely pastoral view. The pool liner and pump are in good condition although there is a mysterious leak in the steps. The house has central air, and wonderful random-width wood floors in need of refinishing. The wood floors in the dining room do need some repairs. The kitchen and bath could use upgrading but the house is completely livable while a new owner makes the upgrades. There are 2 bedrooms, one with a fireplace, on the second floor as well as a full bath. Also on this floor is a smaller room with a closet that could be a nursery, a dressing room, office, or storage. On the 3rd floor are 2 additional bedrooms, one with a wood stove that would be a nice upper-level family room or game room. Adding a second bath would be good for the four bedrooms. The house has lots of charm and character. Come see what you think! So close to theChesapeake Bay and Betterton Beach.

Completely renovated!! Kitchen has new Samsung stainless steel appliances. Slide in electric stove, built in microwave, French door refrigerator with water and ice make in the door, wine cooler and wine rack. Calcutta gray quartz countertops and new cabinets. Kitchen has new vinyl plank flooring. New 3/4 red oak hardwood floors in living room and hall. New carpet in bedrooms. Bathrooms have new vanities, new ceramic tile, new Calcutta countertops. House has new heat pump and new hot water heater.

Brick rancher sited on a 3/4 acre parcel offers a two-car carport, front screened porch and basement. Large parcel offers plenty of space for privacy and play. Location is only a few minutes from Betterton Beach as well as being convenient to surrounding waterways for boating, fishing and water sports.

Well maintained 2 bedroom 1 bath Colonial on .69 acres with winter water views of Fishing Creek! Features Include: Screened Porch * 1-Car Attached Garage * Tilt-in Insulated Double Pane Windows * Large Living / Dining Room Combo with Brick Accented Gas Fireplace * Updated Kitchen with Stainless Steel Appliances * Separate Laundry Room off Kitchen * 2 Generous Sized Upper Level Bedrooms + a Large Bathroom with Separate Make-Up Table. * Dual Zone Central Air, Dual Zone Hot Water Baseboard Heat * Full RV Hookup with Water, Sewer & Electric in Back Yard. *As Per 2021 Listing, 2011 BAT System Upgrade Allows For The Addition of a 3rd Bedroom* Conveniently located just minutes from all the shops and restaurants Chestertown has to offer, this quaint property offers a little rural lifestyle without the isolation!

Live the downtown life in style with this gem just South of Baltimore's Historic Federal Hill. The house lies within walking distance of the city's best dining, shopping, offices, and outdoor spaces. This 3 bedroom 3 bathroom property features exposed brick, spectacular rooftop deck, hardwood floors, and recent updates to both the interior and exterior. The main level has an open floor plan with living room, dining area, and gourmet kitchen all with a convenient layout opening up to the brick rear yard. This kitchen is stand out with top of the line wood cabinetry, stainless steel appliances, and solid granite countertops. The stacked washer and dryer are also tucked away on the first floor along with the utility room assuring that no living space is sacrificed for the bedrooms on the second floor. On this upper level you will find two spacious bedrooms and two premier tiled bathrooms with luxury shower areas. The front bedroom is flooded with natural light and has a historic street view. The rear bedroom is truly a special place including double sliding doors with railing that allow you to open up and look out over the neighborhood. From the 2nd floor hallway a spiral staircase brings you up to a 3rd floor entertaining area with indoor and outdoor living spaces. The property is located on one of the highest spots in South Baltimore allowing for breathtaking rooftop views of the city skyline and sports stadiums. The lower level includes the third bedroom and full bathroom. Off the kitchen are the steps down to the brick, fenced in rear yard which provides privacy and the perfect venue for urban gardening and Sunday afternoon barbecues. Don't settle for less than luxury with this historic beauty.

Here's a chance to build your dream home just minutes from historic Chestertown or Rock Hall. There was a house fire on this property and the remains have been taken away leaving only a pole barn on over 5 acres that was once used as an orchard and is now mainly cleared. Public Water and Sewer are huge benefits to the design and construction process. The oversized pole barn was recently put up and is in great condition. Please contact Kent County regarding any possible ideas to subdivide the property.

***Property back on market due to Buyer Default. ***This move-in ready home has been tastefully updated and is conveniently located close to downtown Chestertown while maintaining the benefits of Queen Anne's County. The primary suite has a spacious en suite bathroom and laundry area. An open floor plan provides plenty of living space and leads to another full bathroom and bedroom. An additional office or play room is a great bonus. The rear deck is covered and allows for outdoor dining and entertainment. The back yard is fully fenced in and ready for privacy and fun.

21123 Montana Avenue is located in a Chesapeake Bay water oriented community on the Eastern Shore . You can make this a full time residence or your get away space. You have water views as you drive up and enter your driveway. In Tolchester Estates you will have access to the private community beach, boat ramp and you will be welcomed to the community center that holds a variety of events through out the year. All ready to move into and you can be in to enjoy the Fall season.This home offers a split floor plan. Main bedroom and full bath on the left as you come in the front door and then two bedrooms and full bath to the right. Open living room, kitchen, eat in kitchen and extended bar for stools. Out back you have a deck and the back door where you can enter into the mud room/laundry room. The screen porch will let you relax looking out into a nice size private back yard with mature trees and deer to watch.Home is being sold as is.

Conveniently located within walking distance to downtown Chestertown and the water. Tenant in place - need 24 hour notice to show.

This fixer upper is a great chance to have a house on a large lot in a prime area just outside of Chestertown. The house itself needs serious renovation and has evidence of smoke/fire damage however has a septic system, well, and great bones. The lot provides 2.4 acres of privacy and tranquility among nature but with the culture and amenities of the town just a short drive away. The property is of an estate and is being sold as-is. Chestertown is located only 90 minutes from DC, Philadelphia, and Baltimore and just an hour from Wilmington.

Jump on one of the last chances to acquire a building lot in the Eastern Shore's premier water oriented community, Little Neck Farms. This property also comes with a deeded deep water boat slip. Construction of the new state of the art community deep water pier should be complete by the beginning of 2024. Enjoy a profound connection with nature here with over 200 acres of common green spaces. The property is located just minutes from Rock Hall and a short drive from Chestertown's Historic District. Take advantage of the perfect mix of tranquility with sense of community here on the shores of Swan Creek.

Being sold AS IS and priced to sell! The property needs work but could be a great starter home or an investment. Water views of the Chester River just across the street and a decent sized fenced in backyard. Adjacent parcel is included in purchase.

Don't miss out on this chance to pick up 8 acres of land perfect for Deer or Turkey hunting close to Route 301. The property is located in the quiet Pondtown community just minutes from the scenic Chester River and historic town of Crumpton. Just 90 minutes from Philadelphia and an hour from Wilmington this is the perfect escape for a day trip to breath some fresh air and bag some game. This property has not yet had a Perc Test. Contact Queen Annes County for any planning questions. Property actually accessible via Spring Road, use 102 Spring Road as GPS address and look for the For Sale sign

Interesting opportunity for land close to Route 301. This property is cleared along the road and has an existing building that is considered a tear down. The back of the property is wooded and good grounds for hunting. Great chance to pick up some land for hunting or a place to park your toys close to Route 301. Located in the quiet Pondtown community. Just a few minutes from the scenic Chester River and historic town of Crumpton as well. The property did not pass its most recent Perc Test. Contact Queen Annes County for planning questions.

Walk-in ready completely updated waterfront 2 bedroom 1 bathroom apartment just across the Chester River Bridge from Chestertown's Historic District. A walk out waterfront balcony area looking over at the Schooner Sultana and town marina allows you to make the most of your Eastern Shore lifestyle. A parking lot allows for plenty of off street parking.

2 Bedroom apartment in a beautifully restored Victorian in Chestertown's Historic District. Walking distance to the town's shops, restaurants, and downtown waterfront.

Spacious downtown apartment walking distance from the town's shops, waterfront, and restaurants.

First floor studio apartment in a Queen Anne's Victorian on the cutest street in Chestertown's Historic District. Walking distance to the shops, cafes, galleries, and waterfront.

Recently updated waterfront studio apartment looking over the Chester River and Chestertown's Historic District.