luxury real estate for sale Talbot County, United States

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

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.

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.

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.

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.

Welcome to this serene oasis nestled on the coveted Miles River, where tranquility meets luxury in this Japanese-inspired waterfront property. The meticulously crafted home has been curated to offer the ultimate in comfort, style, and refined elegance. The exterior of the home is a masterpiece of design, featuring lush gardens with native plants and flowers, trickling fountains, attractive foot bridges, and a Koi pond, creating a sense of peace, serenity, and privacy. A swimming pool, private pier with 3'+/- MLW, designated barbecue area, extensive patio, storage shed, and 2-car attached garage complete the exterior amenities. Inside, admire gleaming hardwood floors, custom cabinetry, and designer finishes throughout. The gourmet kitchen, featuring upgraded appliances, provides ample space for preparing culinary creations. Entertain guests in the luxurious living room, featuring a wet bar with wine storage, or enjoy a formal meal in the dining room, while enjoying views of the river, pool, and gorgeous grounds. The primary suite is conveniently located on the main level, offering a sumptuous ensuite bath with glass-enclosed shower and soaking tub, walk-in closet, and private waterside deck. Two additional bedrooms upstairs, each with their own private balcony and ensuite bath, and a bonus room, offer plenty of space for guests and storage.

Immaculate in every aspect, this 2008 Nantucket-style home, nestled on .75 acres in Tilghman on Chesapeake, commands breathtaking 180-degree unobstructed water views of Harris Creek extending to the Choptank River. Enveloped by 4 acres of carefully preserved coastal wetlands and non-developable community common area, this extraordinary property offers unparalleled privacy. Crafted with precision by Frank E Daffin with steel beams, hardiplank siding, azek trim, ipe, and composite decking, this home is engineered to withstand a CAT 3 hurricane. From the soaring coffered ceilings to the gleaming hardwood floors and the intricate architectural details, every element exudes sophistication and quality. The expansive open floor plan seamlessly connects the inviting living/family room with a wood-burning fireplace, a spacious dining area, and an enclosed sunroom/office. The adjacent gourmet kitchen, a chef's dream, showcases top-of-the-line appliances and generous counter space. Large picture windows and doors open from every room to the wrap-around deck, partially covered, complete with an outdoor kitchen area, offering unparalleled opportunities for entertaining, wildlife viewing, and breathtaking sunrises. One of the property's most enchanting features is its close proximity to abundant wildlife. Eagles and heron's grace the surroundings year-round, enhancing the natural allure of the area. Furthermore, ospreys return each spring to their nests, creating a captivating spectacle just steps away from your door. Picture waking up to the sight of majestic eagles soaring above, graceful herons fishing along the shoreline, and ospreys diligently attending to their nests. In the seasons, the area is embellished with the presence of swans, further enriching the picturesque scenery. The private primary suite on the second level offers extensive water views, a wood-burning fireplace, a spacious walk-in closet, and a private deck with a hot tub. The luxurious bath features a steam shower, jacuzzi air-tub, double vanities, and warming towel bars. The second bedroom also enjoys water views and an en-suite bath, while the third bedroom, with its vaulted ceiling, can easily double as two bedrooms if desired. Additional amenities include two sitting/library areas, a large laundry room, backstairs, future elevator space, and ample storage throughout. The fully conditioned two-car attached garage boasts 14' ceilings, a Kohler potting sink, an extra freezer, and storage space. The conditioned crawlspace (1500 sf) with a 5-6' ceiling height ensures optimal functionality. Other notable features include a Lutron WIFI exterior and interior lighting system, hydronic water heating system, water treatment system, reverse osmosis system, and much more. The community itself offers a plethora of amenities, including a large clubhouse, swimming pool, and marina with picnic areas, making it the epitome of coastal living on Tilghman Island. Aerial & interior videos can be found in the 'tour' section along with interactive 3D Matterport. Detailed feature sheet, floor plans, and HOA information is under 'documents'.

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.

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.

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

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.

Welcome to the Chaffinch House in charming Easton. A Queen Anne Victorian home built in 1893 and lovingly restored in 2019. Located on arguably the best block in this historic old town neighborhood and a short distance to all the amenities and charm of downtown Easton- named one of America's Top 10 Best Small towns. The house sits on a corner lot and its expansive porches offer both charm and functionality, including a screened-in porch for dining and a rear porch overlooking the garden for added privacy. The garden consists of brick pathways, a Williamsburg fountain, potting shed and original garage. Enter from the porch into the foyer with grand carved oak staircase that leads into beautifully appointed living spaces with high ceilings and original hardwood floors. The living room and family room are filled with historic charm, each with a unique fireplace. The dining room has a bay window, seats twelve and opens to the kitchen. The kitchen has been updated with modern amenities, marble countertops, large pantry space with wine & beverage coolers and a banquette ding space. A laundry room and butlers pantry are off the kitchen for additional storage and counter space. The second level consists of three bedrooms: the primary bedroom suite has a fireplace, sitting room, large closet, screened in sleeping porch, second porch with sauna and ensuite bath. The second bedroom has an en suite bath and stained glass window feature. The third bedroom has an en suite bath as well. The top floor has 2 additional bedrooms with en suite baths and wonderful architectural details. One is currently being used as an office space. According to Maryland Inventory of Historic Properties, “This is a characteristic mansion of the Victorian Period. At least half a dozen of them exist in Easton, but this one is definitely the most elaborate and intricate… This house is a wonderful and fanciful example of Victorian exuberance and ingenuity. It stands as a monument to an inventive and eclectic age.” Don’t miss this rare opportunity to own a part of Eastern Shore history in Easton, a cultural and culinary hotspot appearing on several top small towns lists.

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!

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).

WYE CLIFF : Sited on 13.5 spectacular and elevated acres overlooking the Wye River, this iconic property boasts commanding and breathtaking views of Wye Island, and is truly one of the best points of land in Talbot County! Magnificent trees and a beautiful drive-in add to the beauty of this extraordinary estate . Included is a stunning (completely renovated)2 BR guest cottage with screened porch and deck, large resurfaced gunite pool with travertine decking (and existing pool house structure),and expansive new composite dock, 24,000 lb lift, MLW 6'. The center -aisle stable has 5-8 stalls with the caretaker's apartment above, a wash stall, tack room, and several pastures all with river views. The 2nd barn has a well-equipped workshop, 3 garage bays, and large storage area. In addition, the current owner put in geothermal, a new well, new cedar shake roofs on both barns, and a living shoreline by the pier. A chipping/putting area and base for Har-Tru tennis court is also on property. Two additional waterfront lots which are adjacent to the main drive can also be purchased for an additional $1,800,000. Lot 1 consists of 47+/- acres and Lot 2 is 58+/- acres and both are currently farmed. Buyer to confirm water depth and pay any fees related to agriculture tax and forest conservation/management program. SDA's were established in 2010 so buyer would need to go through county to reassess and permit. Call listing agent for more information. Driveway is owned and right-of way granted to neighbor (there is a road maintenance agreement). PLEASE DO NOT DRIVE DOWN THE DRIVEWAY WITHOUT AN APPOINTMENT as there are security cameras. All showings must go through listing agent.

WYE CLIFF: One of the most beautiful properties in Talbot county overlooking the Wye River! This offering consists of 3 separate parcels totaling 119.98 acres. The main property sits on 13.5 acres high above the banks and offers breathtaking river and pastoral views. The original main house has been taken down and the site is cleared and ready to build. Extensive work has been done to produce new renderings and plans which are available upon request. This property includes a beautifully renovated 2 BR guest cottage, remodeled gunite pool (and existing pool house), new dock and lift w/ MLW 6' , stable w/6 stalls and caretaker's apartment above, 2nd equipment barn with large workshop, and several pastures all with river views. In addition, the current owner put in geothermal, a new well, new cedar shake roofs on both barns, and a living shoreline by the pier. The additional 2 waterfront lots are adjacent to the main drive (on left) and are currently farmed. Lot 1 consists of 47+/- acres and Lot 2 is 58+/- acres. Buyer to confirm water depth and pay any fees related to agriculture tax and forest conservation/management program. PLEASE DO NOT DRIVE DOWN THE DRIVEWAY WITHOUT AN APPOINTMENT. All showings must go through listing agent.