2,793 properties for sale in Talbot County, Maryland

8051 Leehaven Road is the only property of its kind on the Eastern Shore right now a custom-built waterfront estate move-in ready, and available today. This is not a project. It is not a renovation waiting to happen. It is +/-4,800 square feet of considered, uncompromising construction sitting on a private waterfront lot with direct access to the Chesapeake Bay, a Gunite saltwater pool with travertine surround, and a new pier fitted with water, electric, lighting, and three lifts built to the same standard as the home itself. Focus Construction completed it in 2023, and the quality behind the walls matches what you see in front of them: sprayed insulation, a fully conditioned crawlspace, two tankless water heaters, full-house water filtration, and Hardie Plank exterior every system selected for longevity, not appearance. Inside, the floor plan is generous without being excessive. Two primary suites one on the main level give the home the flexibility to accommodate full-time living, wee

Brand new roof just completed! Extremely well maintained Skipton Estates colonial situated on a wooded 2 acre lot which offers loads of privacy and plenty of bird watching. Upon entering this spacious home you are greeted by a bright, open 2 story foyer with hardwood flooring that's open to the office/study and formal dining room. Continuing into the home features a generous family room that has cathedral ceilings and 2nd floor overlook, gas fireplace and is directly located off the kitchen and sunroom. The kitchen which is perfect for entertaining, offers cooktop with wall oven, tile flooring with an island and bar area with seating. Finishing off the 1st floor offers an oversized laundry room with cabinet storage, the primary bedroom with primary bath, tub, separate shower and double vanity and a walk in closet with sitting room. The 2nd floor offers 3 additional bedrooms as well as a spacious bonus room over the garage. The exterior offers private deck with sunroom and primary bedro

Tucked away in a quiet country setting just minutes from downtown Easton and convenient access to Rt. 50, this well-maintained Cape Cod offers the perfect balance of privacy and accessibility. Set on a. 63-acre lot backing to open space, the home features a bright and inviting main living area with wood flooring, a wood-burning fireplace, and soaring cathedral ceilings that create an open, airy feel. The layout flows easily into the dining area and kitchen, making it well-suited for both everyday living and entertaining. Offering 4 bedrooms and 2.5 bathrooms, the home also includes a versatile bonus room. Recent updates include a new rear deck, ideal for outdoor dining or relaxing while overlooking the peaceful backyard, as well as a new washer and dryer installed in 2024 and a vapor barrier added in the crawlspace for improved efficiency and maintenance. Additional features include a spacious 2-car garage and a functional layout that offers both comfort and flexibility. Backing to ope

Move-in ready, one-owner end-unit townhome built in 2022, proudly owner-occupied and meticulously maintained, located in the desirable Patriot Square community. This home offers 4 bedrooms and 2.5 bathrooms, with a primary suite and private bathroom on the main level, along with a convenient half bathperfect for main-level living. The upper level features three additional bedrooms and one full bathroom, providing flexible space for family, guests, or a home office. The modern kitchen includes stainless steel appliances, including a dishwasher, stove, refrigerator, built-in microwave, and a washer and dryer that convey with the home. Ideally situated less than one mile from shopping, dining, and historic downtown Easton, MD, this home offers comfort, convenience, and location. Patriot Square is a well-maintained community of 133 single-family and townhome residences, supported by an active Homeowners Association committed to preserving property values and fostering a welcoming neighborh

Welcome to the Pacifica II, a thoughtfully designed 1,385 sq. Ft. home offering 2 bedrooms, 2 bathrooms, and a 2-car garage. The lovely kitchen flows seamlessly into the airy dining area and spacious great room, with access to the covered patio—perfect for indoor-outdoor living. A secluded primary suite features a beautiful private bath and walk-in closet, providing a true retreat. At the front of the home, a dedicated home office offers the ideal space for focused work or hobbies. A convenient hallway connects the kitchen to a pantry and closet, along with the hall bath, laundry room, and secondary bedroom. With its smart layout and inviting spaces, the Pacifica II is designed for both comfort and style. This is the starting home listing for the community, this home is to be built. Photos are renderings for illustrative purposes only and may include some upgrades showing

Set on 2.14 beautifully maintained acres, this exceptional 6-bedroom home offers the perfect blend of space, comfort, and outdoor living. A thoughtfully designed layout features a desirable first-floor master suite, providing privacy and convenience with generous proportions and serene views of the surrounding landscape. The homes expansive interior includes multiple living and entertaining areas, ideal for both everyday living and hosting guests. Large windows throughout invite natural light and showcase the propertys stunning grounds. Step outside to your own private retreat, complete with a sparkling pool and extensive landscaping that creates a peaceful, park-like setting. Whether relaxing poolside or enjoying the open green space, this property offers endless opportunities for outdoor enjoyment. A detached two-car garage adds functionality and additional storage, complementing the homes impressive features. With six spacious bedrooms and ample acreage, this property provides flexi

A fresh new price now offered at $699,000. A light-filled entertainers dream with soaring vaulted wood ceilings and seamless indoor-outdoor living, this beautifully maintained four-bedroom contemporary is privately situated on a one+ acre lot overlooking the 12th fairway of the Links at Perry Cabin golf course. The inviting interior features a dramatic vaulted living room with fireplace and wood-burning insert, spacious family and dining rooms, and a bright sunroom that opens to a relaxing private deck ideal for entertaining or quiet everyday living. The main level primary ensuite includes two walk-in closets and new carpeting installed in 2024, creating a comfortable private retreat. Significant 2024 improvements include a new roof and gutters, representing approximately $90,000+ in recent upgrades. Double-pane windows throughout enhance energy efficiency and create a peaceful interior environment. Home is supported by three HVAC systems professionally serviced and maintained by Shaw'

Effortless Lifestyle — Deeded Boat Slip with Lift in Easton Village Tucked into one of Talbot County’s most coveted waterfront community, 8020 Easton Village Drive delivers what Eastern Shore buyers search for: a deeded boat slip with electric lift on the Tred Avon, a turn-key home, and close proximity to historic downtown Easton. This 5-bedroom, 3.5-bath Colonial offers a wraparound covered porch and hardwood floors throughout the main level. The open kitchen features granite counters, butcher-block island, stainless appliances, gas cooking, and a coffee bar. A formal dining room, gas-fireplace family room, main-level bonus room (5th bedroom or office), and powder room complete the first floor. Upstairs, the primary suite has vaulted ceilings, two walk-in closets, soaking tub, and double vanity, plus three additional bedrooms and two full baths. The detached two-car garage includes a private guest suite with full bath above — ideal for in-laws or visitors. Major systems include a whol

Set on 28 private acres overlooking Plaindealing Creek along the desirable EastonSt. Michaels corridor, this beautifully remodeled waterfront home offers 4 bedrooms, 4 full baths, and breathtaking panoramic views stretching across to Oxford, the Choptank River, and beyond. Positioned on an exceptional point of land, the property enjoys a rare combination of expansive water vistas, privacy, and direct access to some of the Eastern Shores finest boating and sporting waters. A scenic, tree-lined drive leads to the residence, where the water immediately takes center stage. Thoughtfully renovated in 2019, with numerous additional upgrades completed in subsequent years, the home is designed for both relaxed everyday living and effortless entertaining. The main level features a waterside primary suite with an exquisite ensuite bath, along with an additional guest bedroom and adjacent full bath(with sauna). The spacious living room is anchored by a brick fireplace with pellet stove insert, cus

Swan Point is an exquisite waterfront estate set on approximately 4.5 acres, offering sweeping westerly views across the Tred Avon River. A gated, paved driveway with cobblestone curbs welcomes you to this private retreat. This stately Colonial features 4 bedrooms, 4 full baths, and 3 half baths, thoughtfully designed for both intimate living and grand entertaining. The formal living room, complete with a wood-burning fireplace, opens to a charming three-season porch. A separate formal dining room provides an elegant setting for gatherings. The gourmet kitchen includes a breakfast area and adjoining den with a wood-burning fireplace and 600-year-old heart pine floors that are radiant-heated. A spacious sunroom extends from the kitchen and flows seamlessly onto a brick patio with a built-in grill and is just steps from an inground, heated pool with spa and brick surround. A separate laundry room with powder room, and an attached two-car garage finish off the main level. The partially fi

Rare opportunity to own 7.46 private acres in Easton's exclusive Ashby area, with room for horses, a pool, gardens, or future expansion. Offered for the first time in over 30 yearsan opportunity defined by setting, privacy, and potential. A picturesque tree-lined driveway creates a welcoming sense of arrival, leading to a classic French Provincial-style brick residence thoughtfully sited within a serene landscape of mature trees and open space. The setting offers both seclusion and flexibility, with room to reimagine, expand, or simply enjoy the natural surroundings. This well-maintained home features 3 bedrooms and 2.5 baths, with a comfortable single-level layout ready for its next chapter. Whether updated to reflect modern tastes or preserved and enhanced over time, the property presents a compelling opportunity to create a truly special Eastern Shore retreat. With acreage, architectural character, and a sought-after location as its foundation, this offering is ideally suited for th

Public open house sat 6u002F20 from 12-3pm Brand new & move-in ready this Arts & Crafts home sits on a quaint corner lot in picturesque Saint Michaels, MD and is clad with high end finishes throughout. Step from the covered front porch into the luxurious kitchen which features stylish pistachio and linen cabinetry with satin bronze hardware, Z-Line appliances including a 36' dual fuel 6 burner range with champagne bronze accessories, artisan wood range hood, spacious center island wu002Fbreakfast bar, high end d'oro quartz countertops and herringbone tile backsplash. The living room includes a gas fireplace wu002Fshiplap surround, custom coffered ceiling, large picture windows and a four panel Pella slider door which allows abundance of natural light and direct access to the backyard. Rounding out the main level is a flexible multi-purpose space. Perfect for a formal dining room, office or a sitting room. On the upper level enjoy 3 bedrooms and two baths, including an owner's suite wit

This beautifully appointed Custom built four-bedroom, three-and-a-half bath home offers refined comfort and effortless Eastern Shore living in one of Eastons most sought-after waterfront access communities. Built in 2014 and thoughtfully designed for todays lifestyle, the kitchen features quartz countertops, abundant cabinetry, and timeless finishes ideal for both elegant entertaining and relaxed evenings at home. The spacious living and dining area is anchored by a cozy gas fireplace and flows seamlessly into a sun-filled sitting room, creating a warm and inviting atmosphere. A rare and highly desirable feature, the home offers two primary suites one on the main level and one upstairs providing exceptional flexibility for guests or multigenerational living. Additional highlights include: Spacious laundry area Welcoming front porch and charming side porch Expansive patio designed for gatherings and gardening Two-car garage with 3rd bay heated and cooled workspace perfect for hobbies or

PRICE REDUCED: Don't miss this rare opportunity. This special home offers spectacular and picturesque views of the Saint Michaels Harbor in addition to its prime location on one of Saint Michaels most desirable streets. Conveniently located near all of the in-town amenities and walkable to great restaurants, shops, brewery, winery, gallery, seasonal farmer's market, museums and more. This home has received a fresh interior painting, a deep cleaning and it is'move in ready' and ready to enjoy the Summer in Saint Michaels. 216 E Chew Ave. Is a 4-bedroom, 3 full bath and 1/2 bath home with the 1/2 bath on the first floor. One of the bedrooms and a full bath is a guest apartment with a kitchenette located over the 2-car attached garage. The guest apartment is accessible from the inside of the home or by a private outside entrance. The Primary Suite includes an updated en-suite Bath with double vanity, walk-in shower and private toilet. The Primary bedroom has room for a king-size bed, a wa

Private backyard in Vibrant Community. Get lost in this backyard oasis close to downtown Easton in the very exciting neighborhood of Mulberry Station. Minutes from downtown Easton, you will get lost in all the special nooks and crannies hiding in your hidden paradise. Lose yourself in a book under the Crepe Myrtles, Zen out next to the manmade Koi ponds with water features. Who needs a sound machine with the peaceful sounds of leaves rustling and babbling brooks babbling? A huge inground pool with a designated firepit area can make any evening special. This thoughtfully designed outdoor space needs to be seen to really be appreciated. Inside, you will find ample room to spread out. The lovely kitchenu002Ffamily room combo features a gas fireplace to cozy up to. Indooru002FOutdoor dining with sliders that open up from your kitchen onto your beautiful large deck with electric awning. Upstairs, Double doors open to your very large primary suite with walk-in closet and en-suite. Three othe

Tired of paying rent? This move-in-ready 3-bedroom Easton home lets you start building equity immediatelywith exterior maintenance handled for you. The main level features an eat-in kitchen, spacious living room, and convenient half bath. Upstairs you'll find a primary suite with built-ins, two additional bedrooms, and two full baths. Outside, enjoy the private patio overlooking a peaceful backyard

Welcome in! Discover the charm of this Colonial home nestled in the desirable Woods at Stoney Ridge. Spanning 2,388 sq. ft. This residence boasts four spacious bedrooms and 2.5 baths, perfect for both relaxation and entertaining. Family room with super efficient pellet stove, formal dining room and living room, powder room, private office/study and centrally located, inviting kitchen present comfortable living. The kitchen offers, upgraded countertops, a convenient island, and a cozy breakfast area that adjoins family room and overlooks backyard. Stunning entry stairway brings you to the second floor. The primary suite offers generous room space, a soaking tub, walk-in shower and double sinks in the attached bath complemented by ample closet space. Three additional bedrooms, all nicely sized with great natural light and convenient laundry room complete the second floor. Sliding doors from kitchen / family room open to an expansive deck and privacy fenced yard containing hot tub area, c

Fully leased duplex in-town Easton. Each unit (104 & 106) offers 3 bedrooms, 1 full bath, and 1 half bath, along with a living room, dining room, and kitchen. Bedrooms are located on the second floor, with walk-up attic access above for additional storage. Each unit has a basements with interior access, basements house the washeru002Fdryer, oil furnaces, and hot water heaters. Interior features include a mix of wood and tileu002Flaminate flooring. Each unit also has front porch and a rear kitchen entrance that leads to a shared backyard. On-street parking is available, along with two detached outbuildingsu002Fgarages accessed from the alley. Heating is oil-fired with separate systems for each unit. Both units are tenant-occupied. Conveniently located near Idlewild Park and Easton’s Rails-to-Trails

Brandnew Kendrick model with a 3car garage featuring an electric vehicle charging station, now under construction with a fall movein available. This thoughtfully designed home offers 4 bedrooms and 3.5 bathrooms and provides a rare opportunity to personalize your interior selections, including cabinetry, countertops, and flooringmake it truly your own while its still under construction. Located in Trappe, Maryland, just minutes from Easton, Lakeside at Trappe is an amenityrich community designed for an active and connected lifestyle. Residents currently enjoy a community pool, bathhouse with fitness room, ping pong, cornhole, playground, sports courts, and a dedicated Bark Park. An immersive lakeside experience is also planned, adding even more opportunities for outdoor enjoyment. With easy access to Easton, Cambridge, and surrounding areas, Lakeside at Trappe offers both convenience and recreation in a growing Chesapeake Bay region community. Ask about builder incentives!

Welcome to Terrapin Point, an extraordinary waterfront estate nestled in the heart of Royal Oak, Marylandone of Talbot Countys most coveted and picturesque settings. Built in 1890, this timeless Victorian residence evokes the charm of a bygone era, blending old-world elegance with the serene beauty of Marylands Eastern Shore. Set gracefully on a private point along the tranquil waters of Oak Creek, the property offers sweeping, uninterrupted waterfront views and a rare sense of peace and seclusion. With minimal boat traffic and protected waters just off the Miles River, Terrapin Point is a true sanctuary for those seeking quiet coastal living and the wonders of nature. A long, tree-lined driveway creates a grand and memorable approach, opening to a storybook setting reminiscent of a Norman Rockwell painting. The home itself is filled with natural light and architectural character, including soaring ceilings, elegant archways, and a stunning dining room with exposed beams that overlooks

Discover this inviting home in The Easton Club along the desirable Oxford Corridor. Photos coming soon. Welcome to a beautifully designed twolevel residence in the soughtafter Easton Club community. Built in 1995, this home blends timeless style with an open, lightfilled layout that offers both comfort and flexibility. The main level features a spacious primary suite with a luxury en suite bath, creating a private retreat. A separate guest wing includes a second bedroom and full bathideal for visitors. The living room, home office, and primary suite all open onto a fullwidth deck overlooking the property and community grounds, providing a perfect setting for entertaining or quiet outdoor relaxation. Upstairs, a skylit TV room expands your living space, accompanied by a third bedroom, full bath, and climatecontrolled storage. An attached sideload twocar garage adds everyday convenience. The Easton Club is a picturesque neighborhood originally designed around a golf course and now reimag

Nestled along the peaceful waters of Swan Cove with access to Harris Creek, this circa 1890 farmhouse is full of Eastern Shore character and charm. Set on 1.38 private acres, the property offers the peace and serenity you’re seeking. The spacious enclosed front porch is accented with wood floors and a wood ceiling setting the tone of this charming home. The inviting foyer features original Crescent Moon shutters and leads into a bright open living room with hardwood floors and exposed wood beams ceilings. A cozy waterside den with a double-sided wood-burning fireplace is the perfect place to unwind. The kitchen offers tile floors and white cabinetry and leads to the dining room—complete with hardwood floors and a built-in barn wood bar overlooking the backyard and the cove beyond. The first-floor primary suite features hardwood floors, a double sided fireplace and a unique en-suite bath with a tubu002Fshower combo. A second full bath and laundry room complete the main level, while two

Fabulous in-town St. Michaels waterfront property This coastal style waterfront residence, built in 2020, offers approximately 3,000 square feet of thoughtfully designed, sophisticated yet relaxed waterfront living space on San Domingo Creek. Located within town limits, the property enjoys direct access to the St. Michaels Nature Trail, allowing effortless walkability to shops, dining, and cultural amenitiesno car required. Designed for both comfort and entertaining, the light filled interior features an open floor plan with high ceilings, a well-appointed chefs kitchen, and a welcoming fireplace. Four private bedroom suites including a primary suite on the main level. Make it a breeze to accommodate larger family gatherings and visiting friends. A spacious screened waterside porch, heated inground pool, deck and Bocce Court extend the living space to the outdoors for seasonal entertaining and warmer weather fun. A separate pool house/studio, connected by the screened porch and breezew

Move in Ready! Adorable, well maintained, 3BR 2 1/2 bath, Tree Haven town home just steps away from Rail-to. Trails and with-in walking distance to restaurants, shops, parks, and markets. Generous primary bedroom with attached private bathroom. Cheery and bright with nice big open living room and kitchen. Roof, HVAC, larger laundry center, carpet and flooring, countertops, refrigerator, stove and patio all new in 2020. This is a low maintenance unit with 2 parking spaces and a small rear patio area. Trash removal, landscaping and snow removal are included in HOA. Schedule a showing today

Easton charm meets everyday convenience at this coming soon opportunity at 207 Tred Avon Avenue. Ideally located just moments from downtown Eastons shops, restaurants, galleries, and this home offers the chance to enjoy in-town living with character and comfort. Upon arrival, a versatile den welcomes you into this charming bungalow. Use it for an office, tv room, play area, or just a relaxing space to greet guests. Venture into the living room with built in shelving and decorative fireplace mantel. Off the living room, you'll find the primary bedroom with ample closet space and primary bath with a linen closet and access to the attic for additional storage space. Through the living room, you'll find a bright kitchen and dining room. The kitchen has lots of cabinets for storage, a built-in microwave with exhaust fan, and side door that goes right to the driveway for easy access to carry in your groceries. The laundry closet is right off the kitchen and large dining space. Two bedrooms a