luxury properties for sale Talbot County, United States

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.

Carrigan Homes introduces our newest model, the “Talbot II”, a 2400 sqft 3 bedroom, 2.5 bath custom home with a 1st floor primary suite, gourmet kitchen, 2nd floor bonus family room and oversized garage.This home is packed with generous standard and energy-saving features, and is to be built on one of the last remaining lots in Easton Village. Buy now, make every selection and color choice and move in by early 2027! The 1st floor entry is defined by a glass door which reveals the private study. Beyond, the dining room opens into a light-filled family room with cathedral ceiling, natural gas fireplace and views of the south facing backyard. In the kitchen, an expansive island centers the surrounding workspace with stainless steel appliances, including a double oven, microwave, dishwasher and 36” natural gas cooktop, and just beyond is the laundry room with pantry and workspace cabinetry. Gleaming 1st floor finished-on-site hardwood floors and stairs, solid core interior doors, Adams trim, quartz countertops and other upgraded finishes announce the high quality that Carrigan is known to deliver. The carpeted second floor family room leads to two additional bedrooms with generous closets, a flex space for your personal use, and a shared bath completes the space. The Talbot features a brick-topped full front porch, brick to grade on all sides, durable Hardie lap siding, and an oversized garage with workshop space. Add an optional brick-topped screened porch to create more outdoor living! Energy-saving features include two-zone Bosch 20 seer HVAC with inverter, 2x6 exterior wall construction and double-hung windows. A conditioned crawl space provides ample storage accessed by interior stairs. The spacious backyard boasts sunset views and can be fenced for pets or privacy. Easton Village amenities include a community pier on the Tred Avon River, boat slips, extensive walking trails, an outdoor pool, kayak storage and launch, and close proximity to the towns of Easton, St. Michaels and Oxford. Visit the lower, slower Eastern Shore to see why you will want to call this place home!

Just 12 miles from St Michaels, this house is in a quiet community of 60+ homes at the end of a lovely peninsula. A public landing is at the end of Bozman Neavitt Road, and a community center and park are in the heart of the village. Built by a member of the Neavitt family c.1870, this home was extensively updated yet retains its historic charm. Specific updates include: a new two-story addition with full baths on each floor, new closets/utility spaces, new windows, new HVAC, new wiring, new appliances, new cabinets, two new sheds, new water filtration, extensive landscaping and more. MOST FURNITURE CONVEYS. There are no St Michaels or waterfront taxes, a savings of thousands of dollars each year.

Bolton Farm, available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new four stall horse barn, pool and tennis. Originally known as Quaker Kemp Farm, dating back to 1790, this remarkable 115-acre waterfront estate with two deeded lots has breathtaking western views across the Chesapeake Bay. A gated entrance and mature tree-lined drive create a gracious approach to the main residence while highlighting the property’s stunning water views, natural beauty with mature landscaping and specimen trees. The generous porch-front manor house blends classic architecture with relaxed coastal style with newly updated kitchen and baths. The expansive waterside living room features brick flooring and floor-to-ceiling windows and French doors that flood the space with natural light and showcase stunning water views. A formal living room and dining room sit adjacent, seamlessly connecting the rooms. The well-appointed kitchen and family rooms include a large center island, breakfast area, wet bar, high-end stainless appliances, built-ins and fireplace. A waterside screened porch extends the living space outdoors, perfect for dining and relaxation. The main floor also offers a guest or owners suite with an en-suite marble bath. The paneled mudroom and powder room complete this floor. Upstairs, the hall landing provides access to the generous primary suite which includes built-ins and a beautifully appointed en-suite marble bath. Two additional bedrooms are connected by a renovated bath. The oversized fourth bedroom suite includes a sitting room, en-suite bath and stunning views. This floor is completed with a laundry room. The third floor provides two additional guest bedrooms and a shared full bath. The lower-level basement offers excellent storage. The charming brick guest house, circa, 1790 has two-bedrooms featuring a new cedar shake roof, center hall, high ceilings, wood floors, moldings, full kitchen and renovated bath. The Equestrian and agricultural amenities include a new four-stall barn with loft game room, fenced pastures, a wooded forest, two equipment barns, and a greenhouse/garden shed. Meandering paths connect the main house, guest house, and barns. The property includes a parcel across from the main entrance to ensure additional privacy. The outdoor features give the farm the opportunity for large family occasions with numerous areas to gather and enjoy the stunning sunsets. Features include a waterside pool, covered pavilion, private tennis court, two ponds, a pier and hiking trails throughout the expansive grounds. An adjacent 37+-acre waterfront parcel (included in the total acreage) has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

A great new price for a terrific property! Located in Neavitt, a charming village of +/-seventy houses located at the end of a peninsula, it's about 12 miles from the shops and restaurants of St Michaels but is in another, quieter world. The village has its own park and playground, a public landing with a launch for canoes, an active community association, AND there are no St Michaels taxes! This home was thoroughly renovated in 2011 and the layout adapted for modern living, with light-filled rooms and a cleverly updated floor plan. The first-floor public spaces include a sitting room/office/entry, a generous living/dining room combination, and a handsome kitchen with water views, terrific storage, and room for a table and chairs. A laundry and full bath are down a short hallway. This floor also features a totally private primary suite with full bath, abundant closets, cathedral ceiling and windows with a direct view of Balls Creek. The second floor has two generous bedrooms, plus a short stairway to a balcony and deck with spectacular water views. The house has been freshly painted, is newly carpeted, and has been professionally cleaned.

Envisioned for a premier waterfront setting along the Tred Avon River, this exceptional TO-BE-BUILT coastal residence by award-winning firm - Pacquin Design Build, presents a rare opportunity to create a refined Eastern Shore retreat on a remarkable 4.18-acre homesite within the exclusive Morgan’s Point community of Oxford. Thoughtfully designed in classic shingle-style architecture, the proposed home is perfectly oriented to capture sweeping river views, abundant natural light, and a seamless connection between indoor and outdoor living. The proposed floor plan balances timeless elegance with everyday comfort, featuring open yet well-defined living spaces that flow effortlessly toward the waterfront. A chef’s kitchen anchors the main level, opening to inviting gathering areas and expansive terraces overlooking the river. Walls of glass frame the ever-changing water views, while a main-level bedroom suite offers flexibility for guests or convenient single-level living. The upper level is designed as a private retreat, highlighted by a serene primary suite with elevated river views and additional bedrooms thoughtfully arranged for family and guests. Outdoors, the concept plan showcases a resort-inspired setting with a waterfront pool, generous patios, and sweeping lawn leading to approximately 389 feet of rip-rap shoreline. Boating, paddleboarding, and relaxed days by the water are central to the lifestyle this property affords. The lot is fully usable, offers ample mean low water depth, has an approved perc, and does not require flood insurance, making it an ideal canvas for a custom estate, family compound, or legacy retreat. Lot can be purchased separately for $2,250,000 (MDTA2012470) Set within the natural beauty and refined charm of Talbot County, and just moments from the Chesapeake Bay, this extraordinary offering combines privacy, scale, and location. A rare chance to bring a bespoke coastal vision to life on one of the Eastern Shore’s most desirable riverfront parcels—perfect as a year-round residence or second-home sanctuary. Located in the tranquil town of Oxford, this estate offers privacy and serenity while remaining conveniently close to shopping, dining, entertainment, medical facilities, and the Chesapeake Bay. Major commuter routes provide easy access to Washington, DC; Northern Virginia; Annapolis; and Philadelphia, with four major airports: BWI (71 miles), DC (74 miles), Dulles (112 miles), and Philadelphia (113 miles). Embrace the Eastern Shore lifestyle and live the Bay Life in unparalleled luxury!