Luxury Eastern Shore Homes

6 Beds ⋅ 5 Baths ⋅ MDCM2002644 MLS

Step back in time and experience the grandeur & elegance of this historic estate in Denton. Originally known as "Stephens House" this Greek Revival Style home was built circa 1900 and stretches across five lots (one parcel equaling 1.44 acres) on the most coveted street in town. The grand porch with its 6 tremendous pillars and stately double cedar doors with leaded glass transoms set the stage for what is to come... The main floor features soaring 12 foot ceilings, twin parlors separated by a large open foyer, one parlor has solid mohagany pocket doors, formal dining with 2 built in corner cabinets, cozy kitchen with butlers pantry, first floor primary suite, sunroom and breakfast or mud room. The grand staircase is eye catching with it's leaded stained glass imported from Germany and window seat on the buge landing. You are greeted on the second level with another open foyer flanked by 2 spacious bedrooms on each side and a second primary suite that stretches the length of the back of the house and includes a sunny sitting room/office and private bath. French doors open to a small second level balcony under the impressive covered front porch. Wind your way up to the third floor to two additional large living spaces perfect for a playroom, additional family room, office, fitness center and more. In total, over 5800 SF of living space, 6 bedrooms and 4.5 baths. You'll be captivated by the character and ornate details throughout that harken back to the turn of the 20th century including call buttons, knob and tub electricity and intricate brickwork on the fireplaces. The original Carriage House is one of only a few remaining in the area and still features the hitching posts. The second floor has the potential to be an office or living space. This amazing property also features a historic portico, small dog park and inground pool with Amish built gazebo with hariwood flooring for a pool house equipped with electric and cable. Easy to add a hot tub or outdoor kitchen if desired. Enjoy fresh fruit from your very own orchard with apple, peach, pear and cherry trees! This is a one of a kind find that has been lovingly maintained and is ready for your to enjoy. Don't miss this beauty!

206 S 5th Ave S, Denton

$4,650,000

4 Beds ⋅ 5 Baths ⋅ MDTA2004672 MLS

PARADISE ON PEACHBLOSSOM CREEK. Inspired by "Southern Living", this beautifully appointed home was designed to orient interior spaces to the water views with expansive inside and outside living areas along with the guest cottage and carriage house, The 4.2+/- acre parcel also includes a 3 car detached garage heated pool, 147' pier with platform for seating and swimming, electric/water, and boat lift. Premiere location just 2 miles from Easton and close to Talbot Country Club. Please see floorplans for rooms and layout. Brochure available upon request for additional information and list of amenities.

28400 Old Country Club Rd, Easton

$700,000

4 Beds ⋅ 3 Baths ⋅ MDTA2004706 MLS

Practically Brand New! COASTAL HOME minutes to shops, restaurants and Maritime Museum. This 4 bedroom, 2 1/2 bath home is move in ready. Fenced back yard with a custom deck is nice for entertaining small groups of friends. Sellers are leaving their brand new Sauna for your healthy enjoyment. St. Michaels also offers a community pool as well as the Miles River Yacht Club just down the street.

111 Dodson Ave, Saint Michaels

$4,750,000

5 Beds ⋅ 4 Baths ⋅ MDTA2004704 MLS

Tamsey Farms offers over 400 acres with productive farm fields, mature woods, tidal marsh, elevated home site with a brick, two-story farmhouse, caretaker cottage, pole barns, sheds, workshop, pool and pier. Located at the confluence of Tuckahoe Creek and the Choptank River, this offering is sure to please with an abundance of wildlife habitat, privacy and the potential through a conservation easement for two additional residences. Two parcels are identified as 434 +/- acres just ten miles to Easton and eight miles to Denton.

33376 Fox Rd, Easton

$4,995,000

5 Beds ⋅ 8 Baths ⋅ MDTA2004692 MLS

This offering is a once in a lifetime opportunity! The 8,000 square foot (160,000 cubic feet volume) contemporary masterpiece is a magnificent collaboration between a prominent structural engineer, whose works include the world's tallest building Partronas Towers in Malaysia and a renowned New York architect, whose works include Filene Center at Wolf Trap Farm Park, in McLean Virginia and Mann Music Center in Fairmont Park, Philadelphia. The 17 acres is comprised of 2 separately deeded waterfront lots, each with their own septic, well and dock. The main house with 300 windows, bi-level in-ground pool and spa sit majestically on the 8.5 lot with 8 feet MLW water depth at the dock. The second 8.5 acre lot hosts the 2 story barn styled after the main house. It includes 3 parking spaces with operable doors, three stalls, a wash stall, and a feed stall. On the second floor is a 2 bedroom, 1 bath apartment. In addition to the barn, there is a large paddock with two separate areas separated by a fence and a turnout shed that can be entered from either side of the paddock. This lot has 4 feet MLW at the end of the dock.

10205 Kintore Dr, Easton

$949,900

3 Beds ⋅ 3 Baths ⋅ MDQA2005570 MLS

Hard to find - Waterfront Brand New Construction!!! SANDY BEACH!!! Amazing water views!!! Come see this gorgeous new home with lots of upgrades and lots to offer! True 3/4" hardwood floors! Hardwood staircase with steel handrails and stainless steel cable for a modern feel. Kitchen features Quartz countertops, upgraded tile backsplash, and walk in pantry! Master suite has incredible water views! Watch the sun rise from your master bedroom window or while you get out of your morning shower! Hardwood floors run through the 2nd floor hallway and master bedroom. LED light fixtures, air seal, and more, make for an energy efficient home! Upgraded carpet in additional two bedrooms. Spacious storage in the crawlspace. Pier Permit in Hand from MDE!

215 Allegany Rd, Stevensville

$800,000

MDQA2005564 MLS

If it's privacy you desire, look no further, grab your custom home builder or I would be happy to introduce you to one and let's get started. Please watch the Virtual Tour for aerial video. ***Owner Financing Available*** This gated, 65.6 acres w/approved perc, features a cleared winding driveway, with arching trees and cleared build site, 179 feet of waterfront on Tanners Creek and you are just minutes from Rte 50 with easy access to DC, Annapolis, and Baltimore. You can live in your dream home, hunt, fish and enjoy nature, all in your own backyard, this is a true getaway and and a nature lover's paradise. The tax assessment is low because a majority of the property is in the Forest Stewardship Program. It would be up to the new owner for keeping it in the program or not. Your private oasis awaits!

6509 Kent Point Rd, Stevensville

$679,000

MDKE2002230 MLS

Beautiful waterfront community in Chestertown MD. No builder tie in. Boat slip included.

108 Little Harbor Way Unit #1-2, Chestertown

$755,000

3 Beds ⋅ 3 Baths ⋅ MDTA2004636 MLS ⋅ Cooke's Hope BLDG.

Cooke’s Hope - Desirable end unit on Jasper Lane with southern exposure, in pristine condition with quality appliances, and wood floors throughout the foyer, office, great room, and dining area. There is a galley kitchen with a five-burner Dacor gas cooktop, wall-mounted Maytag convection oven, built-in microwave, Sub-Zero Refrigerator, and Asko dishwasher. The Living room features a cathedral ceiling and a gas fireplace. Views of the patio and garden open to a rural setting with an abundance of wildlife. The primary suite is on the first floor with a soaking tub, walk-in shower, and dual vanities. The second floor with landing overlooks the great room and there are two bedrooms with a jack and jill bath with tub/shower combo and a bonus room for additional living space or home office. The bonus room provides entry to storage space in the second-floor mechanical room. Cooke’s Hope is an established community with five miles of nature trails, a picnic pavilion near wildlife habitat, community dock, fitness center, central post office, putting green and tennis court, within a few miles of downtown Easton, MD.

28921 Jasper Ln, Easton

$714,990

5 Beds ⋅ 6 Baths ⋅ MDTA2004670 MLS

KOCH HOMES proudly presents our amazing new Brentwood Craftsman model - now offered at the Preserve at Wye Mills - 15 short minutes east of the Bay Bridge on Maryland's eastern shore. This fabulous home features 4 bedroom suites - standard. 10' ceilings on the main level - standard. Master bedroom steeped in luxury with 3 walk-in closets, a calming sitting room with optional coffee bar, and a sumptuous master bathroom with standard freestanding soaking tub! Unmatched Koch Homes quality and customer service are paramount when making your next purchase. Don't trust just any builder with your dream home. Trust an industry leader who has been serving the greater Annapolis for over 60 years. Call community sales manager Eric Easton for for an appointment or more information. Off site model and homes are available to view in Gambrills. Please call for an appointment.

13338 Quiet Hollow Ct, Wye Mills

$1,499,000

4 Beds ⋅ 4 Baths ⋅ MDQA2005494 MLS

Private 4 Acre Wooded Lot with Spacious home to be built. Super convenient to US 50 East or West. The homesite is nestled in among canopy of hardwoods and Loblolly Pines and fronting on the navigable headwaters of Winchester Creek. The lot includes a partially bulkheaded shoreline with the remains of a boat launch and a pier with two slips, in need of replacement. Upon entering the long drive (to be built) brings you first to an area set aside for a sizable storage garage or accessory building, once at the homesite you are first greeted by the 2-car garage attached to the main house by a partially enclosed breezeway. Lastly, there is space set aside for a future pool (not included). Ask your agent for the site plan. The proposed home is a 3,500+ SF, 2 story, open first floorplan, structure with lots of decks, glass and a screen porch, basic specs are available to your agent. Permit process is in progress. See Photos. See more renderings and site plans in Documents Some features shown in the photos may be optional. Selling agent is developer and has a financial interest. Ask Sell agent about lot only option.

715 Winchester Creek Rd, Grasonville

$829,000

4 Beds ⋅ 3 Baths ⋅ MDQA2005526 MLS

Looking for a move-in ready, luxury home built with the best of everything? Look no further than this 3500s.f.+ custom builder's own custom-built home in the highly-prized Benton's Pleasure neighborhood. Across the road from scenic Cox Creek it has a pretty water view that is a bonus for sure, but you REALLY need to see the gorgeous inside of this home to appreciate the enormous amount of attention to detail put into its construction! At a time when people are complaining about their utility bills, this fine home averaged $215/month last year.....This wasn't by accident- It is from the thoughtful utilization of insulation and weatherization techniques! But the beauty here is also evident in the custom interior details including an incredible Gourmet Kitchen/Great Room combo, that is adjacent to a very large formal Dining Room. Just off of the Kitchen is a Main Bedroom Suite with a vaulted ceiling and sumptuous Main Bathroom. Upstairs, you will find a huge Game Room with wet bar, THREE generously sized bedrooms upstairs, as well as a Den//Playroom with a view of the creek. Above the second floor is a large floored attic that extends the width of the home. Out back, there is an enormous composite and vinyl deck that drops into a paver stone patio that projects into a large back yard.

211 Bentons Pleasure Rd, Chester

$3,300,000

MDTA2003768 MLS

Prime location directly on Route 50, Easton, Md. Presently in the county but noted in the comprehensive plan as a parcel to be annexed, providing water and sewer. Entrance road already in place with right turn in and right turn out onto Route 50. Acreage, 52 +/_ Multi family zoning could be considered on this . Note: please do not walk on the site since agricultural treatments might have been sprayed recently, contact your agent

Ocean Gtwy, Easton

$619,000

4 Beds ⋅ 3 Baths ⋅ MDQA2005500 MLS

Rare opportunity if you're looking for an acre of land, in-ground pool, and a parklike setting. The Tower Gardens community also offers a boat ramp, and beach access. 4 bedrooms, 2.5 baths, garage, and one of the nicest lots in Tower Gardens. Main level includes formal living and dining room, family room with raised hearth fireplace. Kitchen extension includes extra eating area with upgrade counter tops and appliances. Plenty of cabinet space, recessed lighting, and new luxury vinyl. Custom Windows, and recessed lighting too! Perhaps one of the finest features of this home is the sunroom/enclosed porch overlooking pool area and backyard. Vaulted ceilings and custom window treatments. This room is for year-round enjoyment. Great for entertaining friends and family. Truly a peaceful and relaxing view from this room. You'll love it. VERY LOW UTILITY BILLS: Electric heat w/oil back up. Split unit in Sunroom. Raised hearth fireplace with fan. Ceiling fans throughout the entire house, and whole house fan. Plus, solar panels, result in an energy efficient home. Well, is 10 years old, and public sewer was just installed. NOTE: Bosch Refrigerator (2022), Carrier Heat Pump (2020), Mitsubishi Split Heat and Air Unit (2019), Wall-to-Wall Carpet (2021), Luxury Vinyl (2018), Maytag Washer and Dryer (2015), Dishwasher and Stove (2014).

307 Drovers Way, Stevensville

$799,000

6 Beds ⋅ 5 Baths ⋅ MDCM2002594 MLS

Incredible property with endless potential. 6 bedrooms, 5 bath home sitting on over 24 acres in the woods. Perfect for hunter or nature enthusiast. This home is 8,200 sq. +. You could probably not build this home for twice the list price now. Custom built, contemporary home with huge open floor plan. Very large open main level with living room, dining room, family room, kitchen and breakfast nook. Spacious main bedroom with access to rear deck/patio and awesome attached bath. A whole other experience on the lower level with plenty of room for entertainment options. Lower level also has 3 other separate rooms. Seller used for gym, office/playroom and theater room. Lower level includes a full bath. If you like to hunt you will find large deer, turkey, geese, wood duck, mallards, additional waterfowl and small game. Also, in your waterfront backyard you may catch bass, perch, catfish, crappie, pickler and etc. Maybe a great opportunity for a personal hunting club. Seller owns a 21+ acre buildable lot with standard perc. connected to the property to the left which would give you 45+ acres. This lot is not on the market, but seller is willing to sell for $189,000 with agreeable offer. Call for your private showing/tour.

14736 Poplar St, Goldsboro

$750,000

MDQA2005498 MLS

100 Beachside Dr is a gorgeous Chesapeake Bayfront lot with unbelievable sunsets and amazing views!!! View the Chesapeake Bay on one side of the house and Carter Creek on the other side of the property! Roughly 270 degrees of waterviews!!! The owners have gone through the hard work to make this lot buildable and minimize buffer plantings! The lot is 100% ready to build upon!!! Building permit is in hand!!! Sewer Allocation has been paid! Impact fee has been paid!!! You could start digging tomorrow (using current floor plan) or bring your own builder and redesign the house plans!!! Community boat ramp/lot is to the north so there are huge views with no house interrupting. Come and enjoy your piece of paradise!!!

100 Beachside Dr, Stevensville

Latest Luxury Eastern Shore Homes For Sale