Talbot County Public Schools Homes with Private Parking features

Talbot County Public Schools Homes with Private Parking features

Welcome to Talbot County, Maryland, where the charm of small-town living meets the allure of nature and community. Nestled on the Eastern Shore, this picturesque region is not only known for its stunning waterfront views but also boasts a top-tier educational system—Talbot County Public Schools.

Talbot County Public Schools is dedicated to fostering a nurturing and engaging learning environment for students from kindergarten through high school. With a commitment to academic excellence, the district offers a range of programs designed to cater to diverse learning needs and interests. From advanced placement courses to arts and extracurricular activities, families can rest assured that their children will receive a well-rounded education. The dedicated educators and supportive community make Talbot County an ideal place for families looking to invest in their children’s future.

In addition to its educational benefits, Talbot County offers a variety of homes with private parking, providing convenience and peace of mind for residents. Imagine returning to your cozy abode after a day of exploring the scenic landscapes or enjoying local events, knowing that you have a secure space for your vehicle. These homes not only enhance your living experience but also reflect the community's commitment to comfort and accessibility.

Whether you're drawn to the outstanding educational opportunities or the charm of the surrounding area, Talbot County is a wonderful place to call home. Discover your dream property today and experience the perfect blend of community, education, and lifestyle in this beautiful part of Maryland!

Newest Talbot County Public Schools Homes with Private Parking features

$1,565,000
3 Beds ⋅ 2 Baths
Turn-key waterfront home with spectacular views from every room. The entire house has been taken down to the studs: exterior and interior walls reframed; shed dormers installed; glass doors and windows placed in every wall; renovated kitchen with quartz countertops, semi-custom cabinets, new appliances, a Butler's Pantry, two new staircases, all new plumbing, electric, HVAC, built-ins, hardi-plank siding, Azek trim, composite decking, custom garage doors -- the list goes on. "Tilghman on Chesapeake" has coveted amenities including a clubhouse and outdoor pool on the water, piers, boat-slips, and sweeping views of the watermen departing at sun-rise. Restaurants and daily amenities are nearby including groceries, liquor, a deli and the best cup of coffee on the Eastern Shore served at the Country Store. Spectacular views, and laid-back community charm, is the timeless appeal that makes Tilghman Island so special. The home can convey furnished if desired.

21525 Island Club Rd, Tilghman

Listing courtesy of Sell Your Home Services. Contact:

$1,195,000
3 Beds ⋅ 4 Baths
Welcome to Cooke's Hope and this outstanding brick house located in the Village section of Cooke's Hope. The property has almost one half acre in mature landscaping to offer total privacy views from your backyard porch and lawn. The house has been totally renovated with new roof, HVAC systems and ultra modern kitchen and bathrooms ..Master bedroom on the first floor with large master bathroom and dressing room. The first floor has large office or den , dining room , gourmet kitchen, large family room with vaulted ceiling and gas fireplace , powder room, laundry room with new washer and dryer ,and large heated and cooled room currently used as a sewing room. Upstairs you will find two large bedrooms each with private bathroom with sink and toilet with shared shower. The house has a one car garage .Half of the extensive backyard is fenced for pets, The property can be bought with most furniture except for some private art and few selected furniture items. This property is turn key to the future buyer

28772 Outram St, Easton

Listing courtesy of Stafford-Stafford Real Estate. Contact:

$749,000
3 Beds ⋅ 3 Baths
Charming and beautifully updated, this circa-1900 Colonial offers an inviting blend of historic character and refined, comfortable living in the heart of downtown Oxford. Surrounded by lovely gardens, mature trees, and established plantings, the property enjoys a picturesque setting just moments from the waterfront, with water views looking down the street and all the charm of this beloved Eastern Shore village close at hand. Inside, beautiful hardwood floors and thoughtfully updated interiors create a warm and welcoming atmosphere. The beautiful sun-lit living room offers a gracious space for relaxing and gathering, while the spacious gourmet kitchen serves as the heart of the home, featuring a large center island, premium stainless appliances, and a generous casual dining and sitting area overlooking the garden. A formal dining room provides an elegant setting for entertaining, while a comfortable sitting room opens to the screened porch, extending the living space outdoors. A full bath with a glass-enclosed shower completes the main level. Upstairs, the private primary suite is distinguished by vaulted, beamed ceilings and an ensuite bath with a double-sink vanity, glass-enclosed shower, two closets, and convenient access to the laundry. Two additional guest bedrooms share a half bath, with plans available upon request for conversion to a full bath. Outside, a wonderful screened porch and adjoining deck overlook the lush gardens and mature trees, creating a peaceful setting for outdoor dining and relaxation. A rare detached one-car garage offers additional workshop space, while the stone driveway provides ample off-street parking. Located in the heart of historic Oxford, the home is ideally positioned for enjoying the town’s waterfront parks, marinas, restaurants, and scenic streets, along with the relaxed pace and enduring character that make Oxford one of the Eastern Shore’s most treasured waterfront communities.

100 Tilghman St, Oxford

Listing courtesy of TTR Sotheby's International Realty. Contact:

$3,295,000
5 Beds ⋅ 5 Baths
EXPANSIVE SOUTHWESTERN VIEWS OF THE TRED AVON AND CHOPTANK RIVERS. A distinguished waterfront residence in Oxford, thoughtfully designed to embrace its extraordinary setting. Exceptional craftsmanship is evident throughout, with exquisite moldings and millwork, Brazilian Cherry hardwood floors, elevated and vaulted ceilings, abundant natural light, and an open floor plan oriented toward the water. The main level is equally suited to gracious entertaining and comfortable everyday living. A formal dining room opens to a refined gourmet kitchen with a generous center island and breakfast bar, premium stainless-steel appliances, wine storage, and a six-burner gas range. The kitchen flows seamlessly into the spacious living room with gas fireplace and continues to a screened porch and adjoining covered porch with outdoor grill, overlooking the pool and river. A well-appointed guest bedroom with ensuite bath and powder room complete the main level. Upstairs, a spacious sitting area with custom built-ins provides a quiet retreat. The waterside primary suite is exceptionally private, with a sitting area and gas fireplace, private balcony overlooking the river, and two cedar-lined walk-in closets with custom cabinetry. A discreetly integrated refreshment bar with wet sink and beverage refrigerator adds an elegant touch. The ensuite bath features a jetted tub, dual-sink vanity, and glass-enclosed walk-in shower. Three additional guest bedrooms include two sharing a Jack-and-Jill bath and a third with an ensuite bath. The waterfront grounds are designed for both relaxation and entertaining, with a pool and hot tub positioned to take full advantage of the expansive river views. A natural shoreline, small sandy beach, and private dock with boat lift and approximately 3' MLW extend the living experience to the water. A large two-car garage provides generous parking and storage. An exceptional Oxford offering with commanding river views, refined interiors, extensive outdoor living, and a private waterfront setting—an elegant retreat with all the elements for sophisticated Eastern Shore living.

808 S Morris St, Oxford

Listing courtesy of TTR Sotheby's International Realty. Contact:

$13,750,000
5 Beds ⋅ 9 Baths
Stock Range Farm spans 350 acres of prime waterfront and is available for purchase in its entirety OR with reduced acreage including the main residence, if the buyer so chooses. Options include selling main residence with 20+ acres, 40+ acres, and 100+ acres. **CALL listing agent for more information! The property is free of easements and includes development rights, subject to all applicable Talbot County zoning regulations. With vast working farmland and resort-style amenities, this rare gem truly combines luxury and sophistication with seclusion and tranquility. The 12,000+ sq. ft. primary residence showcases the breathtaking stylings of acclaimed architect Peter Jay Zweig and exemplifies the pinnacle of luxury living. Built by Ilex Construction, striking architectural details and unparalleled craftsmanship are demonstrated throughout, seamlessly integrating with the breathtaking beauty of the landscape. This magnificent home is filled with an abundance of natural light and boasts panoramic views, thanks to soaring glass walls that overlook the tranquil waters of Pickering Creek, expansive fields, and picturesque vineyards. The thoughtfully curated interior includes spacious living areas, a stunning owner's wing that offers privacy and comfort, and a separate guest wing that features a full kitchen, providing ideal accommodations for family and visitors. High-end features abound, including a gourmet kitchen, recreation room complete with kitchen and bar for entertaining, full exercise room, 5 car garages, elevator, heated limestone floors, Venetian plaster walls, and multiple outdoor decks. At every turn, this property exudes the loving care it has received. Outside, the resort-style amenities include a large, heated infinity pool, complete with waterfall and hot tub, stunning pool pavilion with full outdoor kitchen, stone fireplace, and two TV’s and AV system. Along with the waterside tennis/pickleball court, tranquil koi pond, and private pier with 4-5’MLW, the opportunities for outdoor fun and relaxation are boundless. In addition is the beautifully renovated 4-bedroom guesthouse with views of the vineyards, providing comfortable accommodations for family and friends. A well-equipped 9-stall barn includes a tack room/office, kitchenette, and a riding ring, complemented by 20 acres of fenced pastures. There is also a 3-4 BR caretaker's home, a fully outfitted greenhouse, large equipment barn complete with an office and full workshop, and hay barn for storage. The property also offers excellent hunting opportunities, making it a versatile retreat for outdoor enthusiasts. The highlights of this extraordinary property continue through every acre, including sweeping landscapes and hardscapes, 200 acres of working farmland, 5 acres of vineyards, and a 6-acre stocked pond with private island. Unparalleled in its mix of tranquility and luxury, the opportunity to experience the very best of the Eastern Shore’s refined lifestyle and natural beauty is only possible at Stock Range Farm. Please don't drive in driveway as there are security cameras and alarm. All appointments must be made with listing agent and additional information and details are available upon request.

27772 Sharp Rd, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact:

$3,295,000
5 Beds ⋅ 5 Baths
Unrivaled Architecture and Design! Exceptional waterfront living on picturesque Town Creek in the historic village of Oxford. Built in 2023 and privately set on 1.71 acres—an extraordinary offering in Oxford—this 5-bedroom, 4.5-bath residence is surrounded by mature trees, refined landscaping, and beautifully executed hardscaping. Designed with exceptional attention to detail, the home features soaring vaulted ceilings, expansive windows, and multiple decks and balconies that frame tranquil water views throughout. The grand living room with gas fireplace opens to the dining area and extraordinary chef’s kitchen, appointed with a substantial center island, casual dining area, and butler’s pantry. A screened porch extends directly from the kitchen, creating an effortless setting for outdoor dining and entertaining. The main-level primary suite is a private retreat with a spa-inspired bath, separate sitting room, and direct access to a screened waterside porch. A private office with adjacent full bath offers flexibility as a fifth bedroom or guest suite. The second floor offers three additional bedrooms, including an ensuite guest room with private balcony, and two bedrooms connected by a Jack-and-Jill bath. Outside, a waterside slate terrace takes full advantage of the setting, while a new pier with two slips and 4' MLW provides convenient boating access. The property also features an integrated rainwater harvesting and management system as part of its environmental site design. Just a short stroll from downtown Oxford, this exceptional property offers a rare combination of architectural distinction, privacy, acreage, and waterfront access. Built outside the flood zone; elevation certificate available. Room for a pool, with plans available for a pool and pool house.

104 East St, Oxford

Listing courtesy of TTR Sotheby's International Realty. Contact:

$775,000
4 Beds ⋅ 4 Baths
Welcome to 30300 Kings Meadow Place! This spacious home is what peaceful country living is all about! Located on 1.5 acres just outside Easton town limits, you will enjoy nature at its best. A beautiful 3200+ sq. ft. home loaded with amenities - wood floors throughout the main level, with a recently renovated kitchen that now boasts an open floorplan to the Living room with a gas fireplace surrounded by built-in bookcases & Breakfast area with direct access to the rear covered porch. You will enjoy Quartz countertops, stainless steel appliances including a gas oven/range to prepare your meals that you can serve in the large formal dining room for those special guests. The Primary bedroom is located on the opposite side of the house than the other bedrooms for privacy & boasts a spacious spa-like bath, double walk-in closet and access to the rear covered porch. Two additional en-suite bedrooms on the main floor and a powder room give your guests or other family members their own privacy! A main floor fully-equipped laundry room is ideal! Did I mention that there is a covered front porch as well? Upstairs you will find a spacious loft that overlooks the kitchen which can be a whatever you desire - a family room, an office, a workout space. Also you will find the 4th bedroom and another room that could be a game room or play room. There is lots of storage in the house but you will love the attached 3 car garage with a workbench and even more storage. Currently there is no pool but there is certainly plenty of room to add one! If you are in the market for a lovely home in a peaceful country setting, you don't want to miss this one! Some of the furnishings may be purchased separately as well as great Harley Davidson motorcycle!

30300 Kings Meadow Pl, Easton

Listing courtesy of Shore Living Real Estate. Contact:

$525,000
3 Beds ⋅ 3 Baths
Welcome to 29796 Lyons Drive, where comfortable elegance, easy living, and the peaceful beauty of Maryland’s Eastern Shore come together. Located in a desirable 55+ community, this beautifully maintained Merion Model offers an inviting floor plan, impressive architectural details, and tranquil surroundings. Adding even more peace of mind, the home features a roof that is only 2 years old. From the moment you step inside, you’ll appreciate the home’s attention to detail, including soaring ceilings and an elegant tray ceiling in the dining room. The warm and welcoming family room is centered around a gas fireplace, creating the perfect setting for relaxing evenings or gathering with family and friends. Designed with convenient main-level living in mind, the spacious primary suite is located on the first floor and is enhanced by a beautiful tray ceiling. The private primary bath features a walk-in shower and soaking tub, creating your own relaxing retreat at the end of the day. At the heart of the home is a spectacular kitchen featuring granite countertops and beautiful 42-inch maple cabinetry, offering plenty of workspace and storage for everyday living and entertaining. The additional sunroom may quickly become one of your favorite places in the home. Enjoy your morning coffee while looking out over the stone patio and surrounding trees, where wild turkeys and deer may be among your morning visitors. Need a little extra space? A room above the garage with both heat and air conditioning provides wonderful flexibility. Create a home office, hobby or craft room, exercise space, media room, or comfortable retreat—the possibilities are yours. Whether you’re ready to simplify your lifestyle, enjoy the benefits of a welcoming 55+ community, or simply find a beautiful home where you can relax and enjoy everything the Eastern Shore has to offer, 29796 Lyons Drive is more than a home—it’s a destination.

29796 Lyons Dr, Easton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$2,195,000
3 Beds ⋅ 3 Baths
Coveted location between Easton and St. Michaels with breathtaking Tred Avon River views!!!!Set on 3.3 private acres in the established community of Travelers Rest, this beautifully restored brick home enjoys water views from nearly every room. The thoughtfully designed one-level floor plan is comfortable and easy to live in, while the classic character of the original home has been complemented by extensive updates from the current owners. A substantial attic runs the full length of the house, offering excellent storage and the potential for future expansion. The three-bedroom, three-bath home has been updated throughout, with beautiful hardwood floors, a renovated kitchen, new HVAC system, Rinnai tankless water heater, new deck, 2017 roof, and numerous other improvements. The spacious waterside primary suite has a generous ensuite bath, ample closet space, and additional storage, while two privately situated bedrooms share a full bath for family or guests. The living spaces are warm and inviting, with large windows bringing the river setting indoors. The living room centers around a wood-burning fireplace framed by custom built-in bookshelves, and the formal dining room is well suited for entertaining. The renovated kitchen, with its large center island and premium appliances, flows into the comfortable family room and the waterside enclosed sunroom, complete with a full bath and beautiful river views. An adjoining bonus room offers additional flexibility for a butler’s pantry, hobby or craft room, or storage. An oversized attached two-car garage connects conveniently to the expansive attic, while a detached, climate-controlled studio provides wonderful flexibility for an art studio, home office, workshop, or other uses. The outdoor spaces make the most of the waterfront setting. A gunite pool, added in 2020, is surrounded by hardscape and fencing and offers a private place to relax and entertain. The dock was completely rebuilt in 2024 and includes two slips, a floating dock, and approximately 6' MLW, providing excellent access to the Tred Avon River and by boat to Oxford and the Choptank River. With its beautiful setting, extensive improvements, exceptional boating access, and convenient location between Easton and St. Michaels, this is a special Eastern Shore property that offers privacy, character, and an easy waterfront lifestyle.

27476 Travelers Rest Ct, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact:

$979,000
4 Beds ⋅ 4 Baths
No showings until Aug. 25, 2026. Stunning and spacious, this 4703-square-foot residence rests gracefully on a meticulously landscaped 2-acre parcel adorned with majestic trees. A tranquil goldfish pond, home to over 40 fish, adds a serene touch and can remain with the property, or the owner can rehome the fish. Upon entering, you're greeted by soaring 9+ foot ceilings and an impressive cathedral ceiling in the great room, complemented by recessed lighting throughout the home. The home features cutting-edge Geo-thermal heating and central air conditioning for comfort in all seasons. Entertainment options abound, with a well-appointed wet bar complete with a fridge. Luxurious flooring finishes include marble, hardwood, and Berber carpet upstairs. Dual primary bedroom suites on the main level offer versatility, one boasting a private deck overlooking the picturesque fishpond and gas fireplace. Each suite includes a spacious walk-in closet. The home offers an intercom. A large loft with a catwalk offers a commanding view of the main living area, enhanced by a striking window wall. Relax on the screened porch or enjoy the outdoors from the expansive front porch adorned with stately columns. Or the rear exterior charm is found on the deck with brick façade and wrought-iron railings. The home office/den and convenient laundry room are on the main level for added functionality. With four bedrooms—two upstairs and two downstairs—and 3.5 bathrooms, there's ample space for family and guests alike. Crown mouldings in the lower level and large columns throughout the interior add a touch of elegance. The gourmet kitchen is a chef's delight, featuring granite countertops, all-new stainless-steel appliances, and a double-wall oven. A breakfast room and formal dining room, open and defined by elegant columns, provide flexible dining options. This home offers an open main level, kitchen, breakfast area, living room, dining room, great room and large foyer. Blacktop Driveway and parking area, and 3 car garage. Additional features are the unique advantage of being one of only three properties excluded from HOA fees. This exceptional property offers a rare blend of luxury, functionality, and serene surroundings, making it truly one-of-a-kind.

32675 Discovery Dr, Easton

Listing courtesy of Keller Williams Select Realtors of Easton. Contact:

$5,995,000
8 Beds ⋅ 6 Baths
See listing MDTA2012146 which includes an adjacent 37+-acre waterfront parcel which has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. "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 76+-acre waterfront estate 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. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

8612 Tilghman Island Rd, Wittman

Listing courtesy of TTR Sotheby's International Realty. Contact:

$7,900,000
8 Beds ⋅ 6 Baths
"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 114+-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.

8612 Tilghman Island Rd, Wittman

Listing courtesy of TTR Sotheby's International Realty. Contact:

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