1,971 properties for sale in Talbot County, Maryland

Due to military relocation orders, the sellers are preparing for their next assignment and are ready to make their move. This presents a wonderful opportunity for buyers to make this beautiful property their new home. Sellers are motivated and welcome serious offers!,Beautiful Home Nestled in the charming High Banks community, this delightful Cape Cod-style home offers a serene retreat with 220 feet of waterfront along, and its own private dock to The Pond at High Banks. Or sit out on the wrap around porch overlooking the pond. To enter you drive down a tree lined lane and expansive lawn to a house literally out of a story book. Imagine mornings spent sipping coffee on your porch, listening to the gentle sounds of nature. With 4 spacious bedrooms and 2 full baths, this residence is designed for comfort and relaxation. The main bath is as elegant as you can make, with a built in vanity for pampering one self. The back yard area is fenced in with access from side and back of house. Remod

Scenic farmland views, peaceful country living, and convenient access to Easton and Prestonwelcome to 30603 Dover Road. Nestled on two acres in Talbot County, this well-maintained brick rancher offers the perfect balance of privacy, comfort, and convenience. Surrounded by the natural beauty of Marylands Eastern Shore, the property enjoys picturesque views of neighboring farmland, expansive lawn, and a tranquil setting just minutes from the everyday conveniences of Easton and Preston. Inside, approximately 2,138 square feet of living space offer a warm and inviting atmosphere. The sun-filled living and dining rooms provide comfortable spaces for relaxing and entertaining, while the generously sized eat-in kitchen serves as the heart of the home. Recently updated flooring throughout much of the main level adds a fresh, welcoming feel. The primary bedroom features a dedicated dressing area, while a second bedroom and full bathroom complete the main-level accommodations. Downstairs, the fi

Welcome home! Sitting at the end of the street, this three bedroom, two bath, one level home is tucked away in the sleepy town of Trappe! While this home has had some upgrades and is well maintained, it has excellent potential to flip or rent. Or simply add a coat of your favorite paint, decorate and call it a day! Outside features include an ample front and backyard, most of the property is fenced in, a rear deck, a small side patio and a large driveway

Solid brick 3-bedroom, 2-bath rancher situated on a quiet street just behind the hospital. This well-maintained home features a newer roof, soffits, and gutters, along with a vapor barrier, energy-efficient windows, and sliding door. The updated kitchen includes stainless steel appliances. Enjoy a gravel driveway plus convenient street parking. Ideally located close to the hospital and just minutes from downtown restaurants, shops, and amenities

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 youre 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 roomcomplete 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 tub/shower combo. A second full bath and laundry room complete the main level, while two spacio

Red Tag Sales Event through November 1, 2026! Was $470,640 Now: $459,990! *. Welcome to 8694 Harper Way, a new single-family home currently under construction in Easton's sought-after Gannon Range community. This 1,748-square-foot, open-concept home offers two bedrooms, two bathrooms, a flex room, 9 ceilings, and a two-car garage. The foyer leads to a spacious guest bedroom with a closet tucked away conveniently near a guest bathroom, and a linen closet. The spacious flex room with French doors offers an abundance of natural light and the perfect space for a home office. The gourmet kitchen features soft-close white cabinets, quartz countertops, a walk-in pantry, an oversized island, and stainless-steel appliances. It opens to the spacious living and dining rooms. Enjoy evenings with friends on the covered rear patio off the dining area. The large owners suite includes a private bathroom with a double-bowl vanity, shower, linen closet, and impressive walk-in closet. A laundry room with

Well-maintained 3 bedroom 2 bathroom rancher in the desirable Matthewstown Run community offering comfortable one-level living on a spacious corner lot. Inside, you'll find engineered hardwood floors, granite countertops, and a bright sunroom with sliding doors and plenty of natural light, making it a great space to relax or entertain. The large primary suite features a walk-in closet and a recently remodeled primary bath, while the thoughtful floor plan provides both functionality and comfort. Recent updates include a new roof (2026) and upgraded gas boiler for added peace of mind. Outside, enjoy the rear deck, patio, storage shed, and oversized attached garage with plenty of room for vehicles, tools, or extra storage. Property also features gutter guards and an irrigation system. Conveniently located just minutes from shopping, restaurants, schools, and downtown Easton, this move-in-ready home offers a great combination of updates, space, and location

Handsome, cozy Farmhouse in the village of Royal Oak. Built in 1999 with a modern floor plan and amenities providing three bedrooms and two and a half baths. Great covered front porch and side patio with privacy screening. Second floor sun deck and primary suite with walk-in closet and attached full bath. New LVP flooring upstairs and wood flooring downstairs. Sited on a generous. 69 acre lot with mature tree canopy, nice lawn expanse and a sturdy shed. Well water and County sewer service

Beautifully crafted, turn-key'Oxford Cottage' built in 2023 offering high-end finishes and classic Eastern Shore charm with NO HOA! Step off the welcoming front porch into a light-filled open-concept main level featuring hardwood floors throughout. The generous-sized eat-in kitchen boasts custom cabinetry, upgraded countertops, stainless steel appliances, and a seamless transition out to a spacious screened-in sunroomideal for outdoor dining and entertaining. The main floor offers an entry-level full bath and a versatile flex room perfect for a primary bedroom, home office, or den. Upstairs features two generous-sized bedrooms with dramatic vaulted ceilings, a full bath, and a dedicated laundry area. Outside, cedar-raised flower beds frame the home alongside a low-maintenance 0.11-acre lot and a detached frame garage with ample room for vehicles, water toys, or a workshop. Located just blocks from the Strand beach, waterfront parks, local dockside dining, the historic Oxford-Bellevue F

Welcome to easy Eastern Shore living in the desirable Easton Club. This 3-bedroom, 2-bath townhome offers a peaceful, low-maintenance setting with a wooded backdrop and convenient access to everything Easton has to offer. A major renovation in 2016, along with more recent updates, has created a fresh and comfortable interior featuring newer flooring, newer paint, and newer stainless steel appliances. The inviting floor plan includes a main-level bedroom, spacious living and dining areas, and a well-appointed kitchen with abundant cabinetry and workspace. Natural gas serves both the heating system and cooking, while two mini-split units provide supplemental heating and cooling for bedrooms two and three. A Rinnai tankless hot water heater adds everyday efficiency and convenience. Step outside to the rear deck and enjoy the privacy of the surrounding trees, with refreshed landscaping enhancing the setting. Easton Club residents enjoy community amenities including a pool and tennis/pickle

Just reduced to $525,000affordable, turn-key easy living near the water in St. Michaels. Located 1.5 blocks from public boat ramps and marina access, this updated coastal getaway delivers effortless weekend living without Historic District restrictions. Major recent capital investmentsa new roof (2024), updated plumbing (2025), upgraded crawlspace with French drain (2025), and Thompson Creek windowsmean zero weekend project lists. Spend your Saturdays lounging by your private in-ground pool, hosting at the beach bar with cable TV, or storing kayaks and gear in the detached garage. Convenient main-level living just steps from downtown dining, coffee shops, and harbor parks. Perfect as a low-maintenance weekend retreat or primary escape from Day 1

Welcome to Ingleton, a waterfront community ideally situated along the Miles River and Hunting Creek. Set on 2.7 acres with a Miles River water view, this traditional two-story home offers 4 bedrooms, 2.5 baths, an attached one-car garage, and a 16' x 24' pole barn with lean-to. Major renovations and improvements were completed in late 2021/2022, including a new 50-year roof, new HVAC system, new water heater, and a completely renovated kitchen and breakfast area featuring granite countertops, a center island/breakfast bar, stainless steel appliances, updated cabinetry and flooring, recessed lighting, and an under-sink reverse osmosis system. Hardwood floors extend throughout the principal living areas, and the spacious living room features a wood-burning fireplace and mantel. A sunroom opens to the expansive backyard, bordered by mature trees and tall pines. Additional improvements include a renovated first-floor powder room, semi-conditioned crawlspace with vapor barrier and new sump

Duplex centrally located in downtown Easton. Great opportunity to own investment property or convert into single family. Updates include: New architectural roof (2026) and two new natural gas heating systems installed (2026). Home features hardwood flooring throughout, replacement vinyl windows, and is certified lead free (2022). Both sides are currently leased

Beautifully maintained 34 bedroom home set on lovely park-like grounds in the sought after community of Cookes Hope. From the welcoming foyer, the home opens to formal living and dining rooms, followed by an inviting great room with cathedral ceiling, fireplace and wet bar. The spacious kitchen offers an abundance of cabinetry, stainless steel appliances, breakfast bar and a cozy breakfast nook overlooking the beautifully landscaped rear yard. Hardwood floors, crown molding and recessed lighting add warmth and character throughout. The first floor primary suite offers a walk-in closet and spacious bath with separate soaking tub. Upstairs, two additional ensuite bedrooms along with a separate office and family/bonus room with a private balcony. Tons of attic storage. Outdoor living is easy here, with a screened and wraparound porch overlooking the mature landscaping and private rear yard with gazebo. Cookes Hope offers an exceptional array of amenities, including scenic walking trails,

Large 3 bed Townhouse 2,254 sq ft. July Delivery! Open plan kitchen, Stainless steel appliances. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community

Assumable 2.75% FHA interest rate. Seller offering $5,000 seller credit toward buyer closing cost or rate buydown with acceptable offer. Brand new roof installed september 2026 & new hvac 2025. Enjoy the freedom of main-level living without giving up the space to host family and friends. This beautifully maintained Lakelands home offers a first-floor primary suite, generous guest accommodations, flexible loft space, a private fenced yard, and the low-maintenance lifestyle so many Easton buyers are searching for. Additional features include multiple storage closets, a dedicated laundry room, a two-car garage, and a fully fenced backyard with patio ideal for outdoor entertaining, pets, or gardening

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

Seller has an assumable VA mortgage at 2.7% for a significant amount of principle. There are buyer requirements to assume this loan, but you do not have to be a veteran to apply/qualify. LA has info regarding the process. Brand new roof just completed with 50 year shingles! 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 prima

This beautiful historic house is located in the heart of Saint Michaels Historic District, within walking distance of waterfront parks, the harbor, shops, restaurants, the Maritime Museum, public boat ramp & more. Known as the'Keithley House, the original dwelling was built in 1786, followed by additions believed to be added in the 1860-1- time span. This home is beautifully updated while managing to keep & restore much of the original valued features, lending to its incredible charm & comfort. Extensive trim, exposed beams, hand huned wood, 4 fireplaces (3 wood burning, 1 electric), antique fixtures, heart pine floors & more. In addition to a lovely home, the lot is one of the larger ones in the area, at a higher elevation with beautiful landscaping, just redone, w/ gardens, fruit trees, patios, antique productive grape arbor, large shed, paths, fencing & rear gate, forming a lovely backyard oasis. Off street parking for 3 vehicles, lined w/ knock out roses & pencil Hollies. This lot

Enjoy the charm of Oxford at 105 E. Pier Street! This inviting three-bedroom, two-bathroom home features a kitchen with an eat-in area and three spacious bedrooms, including a primary bedroom with vaulted ceilings and a large walk-in closet. Relax on the front porch beneath the shade of a beautiful oak tree, or unwind on the back porch overlooking the town park, with basketball, pickleball, and tennis courts, a large field for soccer, and a walking trail right outside your door. Oxfords walkable setting makes it easy to enjoy local favorites, from Docs Restaurant to the Highland Creamery, along with the Strand, waterfront park, dog park, and community garden. Several marinas and docking locations throughout town offer options for keeping your boat nearby, subject to availability. A wonderful opportunity to enjoy the relaxed lifestyle of this waterfront town!

BUCKLE UP because this is a lot of house! This large, beautiful 4-bedroom, 3-bath home is located in the sought-after Preserve at Wye Mills and offers incredible space inside and out. The gourmet kitchen features a huge island, granite countertops, stainless steel appliances, newer refrigerator, gas cooktop, double wall ovens, walk-in pantry and more. The formal dining room is accented with chair rail and crown molding and includes a convenient butlers pantry. Both a living room and family room are located on the main level, with the family room featuring a gas fireplace and custom built-in shelving with space for a large-screen TV. A spacious home office completes the main-level living space. Stylish LVP flooring, installed in 2022, flows throughout the main level, upstairs hallway and master bedroom with two staircases providing convenient access to the second floor. Upstairs, the spacious primary suite is a true retreat with a large walk-in closet and private bath featuring two vani

Built in 2022, this Bridgeport model in Easton Village offers low-maintenance living with a flexible floor plan and plenty of space for guests. The main level features a primary bedroom with a large walk-in closet and en-suite bath, along with a second bedroom and full bathroom. The kitchen is finished with Admiral Blue cabinetry, quartz countertops, and stainless steel appliances and opens to the great room with vaulted ceilings and a gas fireplace. An office area just off the great room provides a dedicated space for working from home. A screened porch off the rear of the home provides additional space for relaxing or entertaining. Upstairs, a spacious loft offers flexible living space along with a third bedroom and full bathroom, creating a private area for guests, an office, or additional family room. The home also includes a two-car rear-load garage and stone exterior accents. Easton Village offers a convenient location just minutes from St. Michaels and downtown Easton, shopping,

Red Tag Sales Event through November 1, 2026! Was $523,240 Now: $499,990! *. Explore the newly released Destin floorplan at 29902 Colton Court in Easton, MDs sought-after Gannon Range community. This 2,309-square-foot, one-story home features three bedrooms, three bathrooms, and a three-car garage. The bright foyer leads to the first secondary bedroom, complete with an en-suite bathroom and walk-in closet. The kitchen features an oversized island, granite countertops, modern white cabinetry, stainless steel appliances, and a walk-in pantry. The three-car garage opens to a valet drop-off near a coat closet and laundry room. The living space connects seamlessly to the large dining room, flex room with French doors, and great room with tray ceilings overlooking the covered porch. The private owners suite includes tray ceilings, an en-suite bathroom with a toilet closet, double-bowl vanity, custom tiled shower, and two walk-in closets. The second guest bedroom sits off a private rear hallw

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

Welcome home to this charming 3-bedroom, 2-full-bath home offering a comfortable and functional layout with the convenience of a main-level primary bedroom. The spacious primary bedroom features a private full bath and direct access to the deck, creating an easy connection to the outdoors. The main level also offers a welcoming living area, kitchen and dining space, along with convenient main-level laundry. The kitchen and dining area provide additional access to the deck, making outdoor entertaining or enjoying your morning coffee a breeze. Upstairs, youll find two additional bedrooms and a full bathroom, providing plenty of space for family, guests, a home office or flex space. This desirable end-unit home offers added privacy and extra outdoor space, including a side yard and backyardperfect for relaxing, entertaining, or enjoying some fresh air. Updates include an HVAC system that is only one year old and a new washing machine, providing added peace of mind. Come see all this home

Seller offering $5,000 credit towards buyer closing cost or rate buydown. 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

Charming Cape Cod home, built in 1986, offers a perfect blend of comfort and community. With 1,950 sq. ft. Of living space, it features 4 spacious bedrooms and 2 full bathrooms, ideal for gatherings or quiet evenings. Large 4 season room located off kitchen/dining area. Nestled on a generous 0.46-acre lot, the property boasts a detached garage with ample storage, perfect for hobbies or outdoor gear. Enjoy the convenience of main-floor laundry, enhancing your daily routine. Located in a welcoming neighborhood, residents benefit from nearby parks, excellent schools, and vibrant community events. The area is known for its friendly atmosphere and easy access to public services, ensuring a fulfilling lifestyle. Embrace the warmth of this home and the joys of community living, where every day feels like a retreat

Welcome to 408 Crowberry Circle, where convenience, comfort, and exceptional value come together in one of Easton's most desirable communities. Offering nearly 1,900 square feet of living space, this beautifully maintained end-unit townhome delivers outstanding value with the space and features today's buyers are searching for. Featuring 3 bedrooms, 2.5 bathrooms, a two-car garage, and a versatile bonus room that offers potential for a fourth bedroom, home office, gym, playroom, or guest space, this home provides flexibility for a variety of lifestyles. Inside, you'll find an open and inviting floor plan with luxury vinyl plank flooring throughout the main living areas, creating a warm and cohesive feel. The spacious kitchen is designed for both everyday living and entertaining, complete with granite countertops, stainless steel appliances, abundant cabinetry, a large center island, and direct access to the rear deck. Whether you're hosting family and friends, grilling on summer evenin

This well-maintained home offers a peaceful Eastern Shore lifestyle with easy access to boating, fishing, crabbing, local marinas, and waterfront dining. Enjoy the relaxed island atmosphere while still being just a short drive from historic St. Michaels and other nearby amenities. The property features comfortable living spaces, a spacious yard, and the opportunity to enjoy all that Tilghman Island has to offer. Whether you're looking for a primary residence, vacation retreat, or investment opportunity, this home provides the perfect setting to experience Maryland's Chesapeake Bay lifestyle. Currently priced significantly under current appraised value!

Just 4 miles (five minutes) outside the historic town of St. Michaels, MD, this 15-acre property is located in an area of large, private waterfront estates. Over 400 ft. of protected shoreline. Westerly exposure provides Exceptional Sunset Views across the sparkling waters of Harris Creek! 120' x 6' pile-driven pier provides approximately 4' MLW. Sited near the water at the end of a long, tree-lined driveway, you will find an attractive Dutch Colonial-style home. Constructed in 1966, the house features 4 bedrooms (primary downstairs); 2.5 bathrooms; spacious kitchen/dining/family room w/fireplace; formal living room w/fireplace and a glassed waterside'River Room. The 2-zone HVAC system was replaced with new, efficient system(s) in 2024. The house is dated, but perfectly livable. Some new owners will decide to update. Others might decide to demolish and replace with a new home. The 15-acre site and prime location will support a very substantial home. This is a great boating/fishing/crab