luxury real estate for sale Tilghman Island, United States

The stunning former model home at Tilghman on Chesapeake, built and designed to represent the best of the builder's finishes and options, this home has it all. Offering three bedrooms, two-and-one-half baths, an expansive open concept living area, chef's kitchen, and stunning decorator finishes across 1,800 plus square feet. The large and open great room is a wonderful gathering space, ideal for entertaining or simply relaxing. The kitchen with its upgraded granite and GE Profile Stainless Steel appliances, large pantry, and welcoming raised counter island is sure to host memorable meals and produce culinary delights! Off the kitchen is the dining area where you have a wall of windows flooding the interior with natural light and access to the large screen porch perfectly sited in arguably the best homesite in this phase. Gather around the double-sided fireplace, enjoy the view and sound of the fountain and community pond, and prepare to relax. Nine-foot ceilings, cased windows, a large laundry room, a load-bearing attic floor, fully conditioned crawl space, and a two-car garage round out the features of this stunning home. Located just minutes from Saint Michaels in the stunning waterfront community of Tilghman on Chesapeake which offers membership to the Clubhouse, pool, and marina, come tour and experience the best of Maryland's Eastern Shore.

Step into the welcoming embrace of Tilghman on the Chesapeake. This enchanting lot resides in a community adorned with a marina, clubhouse, and pool, creating a picturesque setting for your island dreams to flourish. Ideal for a second home, retirement haven, or full-time residence, this location offers a splendid opportunity for a tranquil lifestyle. Situated on a clear, level building lot equipped with public sewer access, this .76-acre expanse beckons those seeking a seamless blend of convenience and natural beauty. Enjoy the privilege of water access within this community, creating a serene backdrop for your envisioned home. Nestled on a cul-de-sac street, tranquility reigns supreme, providing an atmosphere of peace and quiet. Seize the excellent opportunity to transform your island dream into reality with this prime lot. Just 15 minutes away from the charming town of St. Michaels, this location offers both seclusion and proximity to amenities. Whether crafting a second home retreat or settling into a relaxing retirement haven, this lot is your canvas for creating an island haven.

It doesn't get any better than this ! Stunning brand-new ,one-story coastal residence with a contemporary flair! As soon as you enter this magnificent home, you will be captivated by 20'+ ceilings, superb craftsmanship , an extremely well-designed open floor-plan; breathtaking water-views on Dun Cove and a luxurious yet inviting kitchen. There are a total of 3 en-suite bedrooms as well as an office, laundry room, mud room, and a grand family room, dining area and kitchen, Some notable features include: Cast iron farmhouse kitchen sink ; cast iron claw-foot bath-tub : 3/4 solid white oak flooring; 3/4 tongue and groove ceilings; solid interior doors; Azek shaker siding; heated floors in all bathrooms; marble tile in Primary suite bathroom; ILVE 48 gas range; 150 ft. pier and a large waterside deck. Perfect home for either a primary residence or a vacation home. The prestigious Langdon farm location offers convenience to both St. Michaels and Tilghman. Owner is not responsible for any road maintenance as their lot is still on County Road.

Please do not drive down the driveway without an appointment. Welcome to WOODLAWN FARM , an exceptional estate offering panoramic vistas with breathtaking skies and SPECTACULAR sunsets! Bordering both Broad and Bridge Creeks, this historic 91 + acre property with 3250' (much rip-rapped ) waterfrontage provides the utmost in privacy! From the gated entrance, a long tree-lined drive leads to the 6693 Sq ft. Manor house which has been beautifully restored and includes major additions added by the present owners. Charm and elegance abounds with a sumptuous primary suite, stunning glass-filled sunroom, 5 fireplaces, gleaming pine floors, and high ceilings in much of the house. The large covered outdoor porch on the waterside is ideal for dining and relaxing and extends to a slate patio with BBQ and fireplace. Nearby is a putting green. Perfect for entertaining! The 2 BR pool house with living room and kitchen has been renovated and overlooks the saltwater gunite pool with panoramic creek views. In addition is a full 4 BR guest cottage, separate children's playhouse, and multiple barns/outbuildings. Two protected piers offer several slips, 3'MLW, electric and water. Main and service gated entrances, extensive security system and outdoor lighting, plus mature landscaping with irrigation, are just a few of the amenities. Complete list of improvements plus the history of the property is available. 50+/- acres is currently farmed and there is great hunting (duck blinds convey) back in the cove of Bridge Creek. Most furnishings are available for sale (excluding art and owners personal belongings).

A magnificent, stately, Daffin-built, Chesapeake Bay Brick Estate exudes excellent design and craftsmanship in this 5 bedroom (suites) , 5.5 bath 6,500 sq. ft brick home that majestically sits on 21.7 acres facing the Chesapeake Bay. Excellent construction quality and design are evident throughout this magnificent estate. Geothermal system on 1st and 2nd floors; Heat Pump for the 3rd floor; Ductless units for 1st floor porch and 2nd floor porch., 3 hot water heaters. Double porches allow you to embrace arguably the most spectacular sunsets on the Eastern Shore. The front of the property is abundant with trees that offer ultimate privacy and all but 4 acres are taxed under agricultural use, Conveniently located between St. Michaels and Tilghman Island, this Chesapeake Bay oasis will far surpass your expectations. No For Sale sign on property but the property’s name ‘Baycup’ is on a small sign at the entrance.

Gorgeous three bedroom, three full bathrooms, 1948 square foot historic colonial home. The Rachel Smith House (circa 1853) is located on highly sought-after East Chestnut Street in the heart of Saint Michaels. Highlights include 100+ square foot covered front porch, unique second floor covered balcony, expansive private rear patio, main level bedroom full bath, and detached workshop easily convertible into an office or other use. Enter the home through the handsome brick front porch with detailed molding, perfect for a few rocking chairs, and into the spacious living room centered around custom built-ins. A main level bedroom/office with a front bay window has built-in bookshelves and an en suite classic black and white tiled bathroom with a standup shower. The living room flows into the spacious dining room with crown molding and a double window out to the rear patio. The kitchen has classic two-toned kitchen cabinets with a white quartz countertop. The oversized sink is positioned to look out to the stunning rear patio through a three-paneled sliding glass door. It boasts recently installed stainless steel appliances, breakfast bar seating, and comfortable shelving space. A spacious multi-functional room that serves as a laundry room, storage pantry, and mudroom allows easy access to the backyard. The idyllic private rear brick patio enclosed with a traditional picket fence is beautifully manicured and ready for parties, barbeques, or a quiet morning coffee. The detached workshop with an array of possibilities is situated at the back of the deep lot and matches the colors and style of the home including its own fenced patio. Its two rooms include a spacious office or workshop space and a large walk-in closet. An alley behind the outbuilding is extremely convenient for moving things in and out of the workshop and patio. The second level of the home has the primary bedroom with a sitting room/office/or closet and a fully renovated en suite bathroom. This elegant primary bathroom has a double vanity with a tub/shower combo. The bedroom also has direct access to the large second-floor covered porch which is an ideal getaway space. This well-constructed, large porch, ready for a hanging swing, provides an additional 180+ square feet of outdoor living. The expansive views include a panorama of the beautifully maintained and landscaped historic homes and the water, only five houses away. This space is perfect for unwinding at the end of the day, whether it be to take a nap or read a book on a beautiful summer day, enjoy a glass of wine, or even have a romantic candlelight dinner. The second level continues with a fully renovated hallway bathroom offering a double vanity and a large walk-in shower. The third level is a lovely carpeted bedroom with an abundance of closet space and a cute window bench to look out on the rear patio. This home has had extensive updates including, two new bathrooms on the second floor, kitchen updates including counter/appliances/flooring, paint throughout, carpet in the top-level bedroom, and more. This ideal location on East Chestnut is steps away from waterfront dining, live music, and available slips for your boat. Schedule your tour today!

Spectacular and Successful 7 Bedroom/7.5 bath waterfront residence located on one of St. Michael's most desirable locations. The renovations, design and craftsmanship leave no stone unturned. Recent renovations and improvements include roof, windows, electric and plumbing, wood siding, main sewer line, commercial grade appliances, kitchen cabinets, 3 propane commercial water on demand units and insulation. Each bedroom has its own marble bathroom. Conveniently located in the heart of St. Michaels allows one to enjoy all of the historic town's attractions, restaurants , marinas and shops. Additional features include dock , patio, and decks. There appears to be plenty of room for a waterside in-ground pool. * This magnificent property is currently being operated as a licensed Bed and Breakfast but can easily be converted back into a beautiful single - family residence.

Charming 4-Bedroom Home with Guest Cottage in Saint Michaels, MD Nestled in the picturesque town of Saint Michaels, this enchanting property offers a unique blend of classic charm and modern comfort. The main residence features four bedrooms, providing ample space for families or those seeking room to grow. With meticulous attention to detail, the interior boasts tasteful design elements, creating a warm and inviting atmosphere. The property's allure is further enhanced by a separate guest cottage, offering versatility for accommodating visitors, creating a home office, or exploring rental potential. The guest cottage provides an additional layer of privacy and convenience. Set against the backdrop of Saint Michaels' scenic surroundings, this residence is a haven for those who appreciate both tranquility and community. Whether enjoying the spacious interiors, the charm of the guest cottage, or the vibrant local amenities, this property epitomizes the Eastern Shore lifestyle. Immerse yourself in the historic allure of Saint Michaels while relishing the comfort and space provided by this thoughtfully designed 4-bedroom home with a guest cottage – a true gem in this coveted Maryland town.

Location, Location, Location. RiversMeet is located in one of Talbot County's finest waterfront sites, at the confluence of the Tred Avon and Choptank Rivers. The 12 mile view down the length of the Choptank River and across the Chesapeake Bay is unrivaled. The home was constructed in 2006 of superior materials on a raised site. It includes a a culinary trophy kitchen, a great room evoking a ship on its back during construction, classic media room, and a river room adjacent to side grotto pool. There is an elevator providing access to two en-suite bedrooms and a massive primary suite with a balcony surveying the entire view beyond Dorchester County. A 65' deeded boat slip with floating dock is conveyed with the property and is conveniently adjacent to the private driveway. There is 8' MLW in the slip and through Bachelors Harbor Marina and to the Tred Avon River. Enjoy frequent sightings of an Eagle nesting pair and Osprey in season.

Sublime Water Presence! Great water views of Town Creek from almost  every window of this Saltbox style home located on an inland lot in Oxford. Featuring vaulted beamed ceilings, wood floors,  skylights and open floor plan. Fabulous sunroom with walls of windows, great  room with wood burning fireplace & skylights  that flows  into  the kitchen  with generous cabinets, quartz counter and stainless appliances.  Formal living room with water views and French doors leading to a wonderful  private deck. First floor bedroom with full bath and laundry.  Upstairs hosts 2 spacious bedrooms and full bath. Home has abundant storage, 2 car garage, lovingly maintained mature landscaping,  and  shed  all situated quiet lot in town.

Nestled along the picturesque Tred Avon River, this extraordinary estate comprises two expansive waterfront parcels totaling 11 acres. A masterpiece of luxury living, the centerpiece is a magnificent 3-level palatial brick home with 6 bedrooms, 7 full baths, 5 half baths, and 7 gas fireplaces set on nearly 7 acres, complemented by an adjoining 4-acre vacant lot. Enjoy the private dock boasting approximately 3 feet of mean low water (MLW), complete with 2 boat lifts, 4 jet ski lifts, and a floating pier to launch your kayaks. The residence is a grand architectural marvel featuring a 2,300+ square foot primary suite with sitting room, breakfast bar, two bathrooms, two walk-in closets, and a spacious, private terrace. Revel in the epitome of entertainment with tons of outdoor terrace space, a built-in barbecue, an indoor pool, spa, and sauna, and a finished, daylight lower level equipped with a wine cellar, second kitchen, and built-in bar. The property is adorned with a pavered driveway, offering a stately approach to this waterfront oasis. Conveniently located between Easton and Oxford and just minutes from a country club, jet airport, theatres, fine dining, shopping, and healthcare, this property is approximately 2 hours from Philadelphia and 1.5 hours from DC and Baltimore. Listed with Cliff Meredith of Meredith Fine Properties and Gene Smith of TTR Sotheby's International Realty

TO-BE-BUILT PACKAGE! Stunning home with 2 car garage and pool (optional) located on a 1.25 acre, level lot just minutes from the Bay Bridge but worlds away from it all! This is a great opportunity to build your dream home just a few blocks from the water's edge in the coveted water-privileged Tower Gardens community in Stevensville. This is the last of the 3, million dollar + properties. It won't last long! This highly desirable lot with sunset views through the trees over North Lake is ready for construction! The clearing of trees, boundary survey, installation of sewer tap, and the driveway entrance has all been permitted and completed. The Tower Gardens community offers a beautiful community beach on the shoreline of the Chesapeake Bay and community boat ramp with pier for easy access onto the water, perfect for the boating enthusiast. This great location provides a wonderful setting with the feeling of being away from it all while being only minutes from the Bay Bridge, Annapolis or St. Michael's by car or by boat and just 45 minutes to D.C or BWI airport. Come out and enjoy the best kept secret on Kent Island! Lot can be purchased separately if desired.

Welcome to Sunnyside, an exceptional and rare waterfront estate situated on a spectacular 16-acre point along the majestic Miles River. A picturesque, winding driveway leads to the one-of-a-kind contemporary home, built by A. James Clark for his family. Completed in 1978, Sunnyside was the culmination of a 3-year collaboration between the legendary builder and philanthropist, his son, architect Paul Clark, and prominent DC architect, John Henry Sullivan. Mr. Clark hand-picked every remarkable detail on the property, from the materials to the craftsmen, many of whom would later join him to form the iconic Clark Construction. Meticulously maintained over the years, the main house features floor-to-ceiling windows throughout offering stunning water views from every room. The thoughtfully designed layout of the main level easily accommodates both large and intimate gatherings. Highlights include a striking 24ft x 24ft sun-drenched atrium, an expansive main level primary bedroom suite complete with its own fitness room and sauna, 4 fireplaces, a living room with 20ft+ tall ceilings, a greenhouse, and a temperature-controlled wine room. The Great Room, the perfect spot for a casual gathering with friends and family, boasts striking custom woodwork throughout and incredible expansive western views of the property. The second-floor features three bright and sunny bedrooms, each with their own private bathroom, balcony, fireplace, heating systems, and distinctive views of the Miles River. The portico along the front of the home leads to an easily accessible, but completely private guest house with its own cozy living room, bedroom, full bath, fireplace, and kitchenette. Just outside the main house with idyllic garden and river views is the pool with its own full bath. The tennis court, livestock barn, and equipment barn are just a short stroll through the carefully designed and bucolic landscape. Resting on a point on the Miles River, Sunnyside boasts approximately 2000ft of waterfrontage, of which approximately 1550ft is riprapped. A 135ft deep-water pier (3ft MLW) offers 2 boat lifts. Less than 10 minutes to Downtown Easton and just a short boat ride (or less than 15 minutes by car) to St. Michaels, legendary Sunnyside proudly sits at the heart of Maryland’s Eastern Shore.

Great opportunity to enjoy your private 1.72 acre oasis in the highly desirable Waverly community located off the Oxford road, minutes from downtown Easton. This 3 bedroom/2 bath single level home offers charm and character in a park-like setting. Special features include 2 wood-burning fireplaces; hardwood and tile flooring; spacious family room with custom built-ins and dual heating system (radiant heated floor and forced air heat);radiant heated floor also in remodeled hall bathroom; rear patio and pool deck; salt-water concrete pool. 38'x 36 detached garage/barn/ carriage house fully drywalled and heated, with a 5-car capacity and a 10' high RV accessible entrance. The property is around the block from the community deeded dock . A new BAT (Best Available Technology ) septic system was installed in October. Previous contract has been mutually terminated as buyer could not wait for septic system to be completed. Seller has estimates for work on crawl space and roof.

Welcome to your dream oasis, nestled on a breathtaking private peninsula offering nearly 8,000 square feet of main level living with panoramic water views gracing nearly every room. This exquisite home, recently remodeled in a sleek California style, showcases meticulous attention to detail throughout its expansive layout. At the heart of this impressive home lies the kitchen, an epicurean's delight featuring a 13-foot-long island, promising to be the central hub for all your entertaining needs. The center room, bathed in natural light and boasting excellent acoustics, offers an idyllic retreat for music enthusiasts and avid readers alike. The family room, with its cozy fireplace, emerges as a sanctuary for holiday celebrations and a serene spot to observe the local wildlife. The grand primary suite serves as a private haven, offering serene water views, dual vast walk-in closets, and an en-suite spa-like bathroom equipped with a Wi-Fi-enabled shower, ensuring a luxurious experience. Even the laundry room offers picturesque views, making everyday chores a pleasure. While the pool awaits restoration, its potential, given its proximity to the water, is immense, with a restoration quote already in place to return it to its splendor. The sunroom, currently a home office, offers unparalleled views that might just distract you from work. A loft area and a special bedroom off the loft, designed for gaming and streaming, offer versatile living spaces. The home also includes a unique golf drop zone with a mini putting green. Located just a five-minute walk from Talbot Country Club and opposite its pool, and merely eight miles from the Easton Airport, this home promises a lifestyle of luxury and convenience. Don't miss the chance to own this unparalleled sanctuary where every day feels like a vacation.

Due to personal circumstances this property now includes new enhancements and a drastic price reduction to the previous listing. The listing now includes the adjacent waterfront parcel of 8.5 acres making for a total of 17 acres. The additional parcel is complete with a pier, barn with a 2 bedroom apartment as well as a fenced pasture. 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 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. Solar panels in the field contribute to making this property's operating expenses incredibly affordable. There is room and already designated space for an elevator if so desired. Primary bedroom suite is on the main level. This spectacular Miles River waterfront oasis is minutes to both Easton and St. Michaels.

Fabulous entertainers house in town Easton. Located in Thread Haven, this house is ideal for entertaining and hosting family gatherings! From the inground pool with large deck & patio to the great room & living room with vaulted ceilings to the game room with built in bar to the generous kitchen this house is the perfect gathering spot for family events or everyday living! This house boasts formal dining room, large first floor primary suite with sitting area, large primary bath with dual vanities and walk in closet. Kitchen with tons of storage, center island and bar with breakfast area and sliding doors that opens to the deck. The first floor also features a separate office and large laundry/utility room with additional cabinets for storage. The 2nd floor balcony overlooks the living room, and has 3 bedrooms, one ensuite and 2 sharing a large full bath. Large in ground pool with expansive decking, mature landscaping and rear fenced yard offering privacy and an attached 2 car garage. Recent improvements include new roof in 2019, 3 HVAC units in the past 5 years. This is a must see!

Wye River Gem with 6’ mlw ! Beautifully designed and superbly constructed, this 4 bedroom, 3.5 bath home was built in 2014 by Bruce Harrington for the current owners. Mature trees, a protected shoreline, private beach, in-ground pool, 2 separate detached garages, (one with a finished loft) compliment this Wye river 3.25 acre waterfront site. Located in the sought after Presquile area, this desirable location offers convenient access to Easton Airport and Route 50

This is over one acre of land off of Ramsey Lake and the South River. Excellent opportunity for a new home to be built on a protective cove of 3-4 feet of MLW. This lot is on both sides of the basin. It runs behind the three houses on the left, with about a 20 foot buffer. Very possible to subdivide and sell that side of the property to the 3 houses giving them waterfront access. There is an additional small parcel in front of the old boat for parking.