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Talbot County MD Homes for Sale

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  • /68

    $1,825,000

    • 4 Beds
    • 3.5 Baths
    • 2,839 Sq Ft

    24390 Oakwood Park Rd, Saint Michaels, MD 21663

    Price Improvement! Welcome to your private waterfront retreat just minutes from the charming, historic town of St. Michaels, Maryland. Tucked away on a quiet cul-de-sac in the serene Oakwood Park community along San Domingo Creek, this one-story residence offers four bedrooms, three and a half baths, and a harmonious blend of space and comfort. With approximately 2,839 finished square feet, all

    Janet Larson Benson & Mangold, LLC

    24390 Oakwood Park Rd, Saint Michaels, MD 21663
  • /39

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    21869 Albie Rd, Sherwood, MD 21665

    Barely lived in totally maintenance free rancher on a 3+/- acre lot with broad water views. Freshly painted with new landscaping it is vacant and available for immediate occupancy! Main area has beautiful wood laminate flooring with carpet in all bedrooms. Bonus room to be used as an office/family room, granite counters with wine refrigerator and all nearly new appliances with utility room and

    Bill Wieland Benson & Mangold, LLC

    21869 Albie Rd, Sherwood, MD 21665
  • /25

    $459,990 New Construction

    • 3 Beds
    • 1 Bath
    • 2,137 Sq Ft

    Rembrandt Plan at Lakeside at Trappe - Single Family Homes Collection, Trappe, MD 21673

    The Rembrandt is thoughtfully designed to offer a seamless balance of private and communal spaces, all while prioritizing main-level living. A covered entryway gracefully welcomes you home, leading to a central gathering area encompassing the family room, kitchen, and dining area. The kitchen is a culinary enthusiast's haven, featuring a substantial center island, ample cabinetry, and a

    Brookfield Residential Builder
    1254 Lake Michigan Unit 36578894, Trappe, MD 21673
  • /26

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    29555 Golton Dr, Easton, MD 21601

    Welcome to 29555 Golton Drive, Easton, MD 21601 — a beautifully renovated home with brand-new landscaping and modern upgrades throughout. The entire exterior features new vinyl Sterling Gray siding, giving the home fresh curb appeal and a clean, updated look. As you enter, you’re welcomed into a spacious open living area with an inviting kitchen at the heart of the home. Also step out from the

    Phill Whitby Long & Foster Real Estate, Inc.

    29555 Golton Dr, Easton, MD 21601
  • /7

    $570,990 New Construction

    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft

    Kerr Plan at Four Seasons at Easton - Bay Series, Easton, MD 21601

    HovHall with valet and closet conveniently located between 3-car tandem garage and extended foyer. Beautiful kitchen with walk-in pantry and large island off great room for a sense of connection. Dining area thoughtfully positioned beside kitchen through cased opening to create a balance between open-concept living and more traditional zones, ideal for entertaining. Serene first-floor primary

    K. Hovnanian Homes Builder
    29434 Dutchmans Ln Unit 37862413, Easton, MD 21601
  • /70

    $3,095,000

    • 4 Beds
    • 3.5 Baths
    • 3,088 Sq Ft

    5837 Irish Creek Rd, Royal Oak, MD 21662

    Absolutely stunning mid-century contemporary estate offering a private , park-like setting, with heated swimming pool, pavilion, luxurious fully equipped outdoor- kitchen, outdoor shower, in -ground hot tub ,tennis court, and maintenance -free Azek pier with new 30K lb. boat lift. Meticulously maintained inside and out! Professionally landscaped with WiFi controlled front/rear irrigation

    Robert Lacaze TTR Sotheby's International Realty

    5837 Irish Creek Rd, Royal Oak, MD 21662
  • /32

    $385,000

    • 2 Beds
    • 3 Baths
    • 1,800 Sq Ft

    9545 Quail Hollow Dr Unit 205, Saint Michaels, MD 21663

    Desirable Martingham Community is the location of this fabulous Quail Hollow unit nestled within the famous "links at Perry Cabin " , one of the few units with a screened porch . Enjoy the beautiful golf course views from the second floor, the first floor is private with its landscaping. Bathroom and kitchen countertops are granite, the kitchen has a space for a breakfast table, Living and dining

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    9545 Quail Hollow Dr Unit 205, Saint Michaels, MD 21663
  • /9

    $699,000

    • Land
    • 0.57 Acre
    • $1,226,316 per Acre

    28522 Waterview Dr, Easton, MD 21601

    Last Waterfront buildable lot with brand new Dock in Easton Club - Build your Dream Waterfront Home! This .57 acre lot on the Tred Avon River, minutes to downtown Easton. Purchase includes a pier permit in hand, architectural plans for a Coastal Design homeowner willing to include in the sale, Buffer management plan implemented. Lot offers 150’+ of shoreline, high elevation (16 feet above river),

    Jana Meredith Meredith Fine Properties

    28522 Waterview Dr, Easton, MD 21601
  • /83

    $945,000

    • 3 Beds
    • 3 Baths
    • 3,130 Sq Ft

    29862 Paddock Ln, Easton, MD 21601

    Custom-built Cape Cod on 22.69 acres in the desirable McShell Glenn community! This charming home welcomes you with a full-length front porch and an inviting open floor plan. The gourmet kitchen is a true highlight, featuring stainless steel appliances, a breakfast bar, and a spacious walk-in pantry, seamlessly connecting to the dining room and family room—perfect for entertaining. The first

    Melissa Tippett TTR Sotheby's International Realty

    29862 Paddock Ln, Easton, MD 21601
  • /57

    $350,000

    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    24354 Widgeon Place Unit 20, Saint Michaels, MD 21663

    Widgeon Place is a charming townhome enclave within the desirable Martingham community, offering effortless comfort and nearly maintenance-free living. Just minutes from the historic waterfront town of St. Michaels, this home is ideally suited for year-round living, a relaxing weekend retreat, or a smart investment opportunity. Martingham overlooks the renowned Links at Perry Cabin Golf

    Monica Penwell TTR Sotheby's International Realty

    24354 Widgeon Place Unit 20, Saint Michaels, MD 21663
  • /26

    $379,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,990 Sq Ft

    Broadmoor Plan at Lakeside at Trappe - Signature, Trappe, MD 21673

    This new two-story home features an inviting open-concept layout on the first floor, blending the kitchen, living and dining areas to maximize interior space. A spacious loft provides a shared living area on the second floor near three secondary bedrooms and the lavish owner’s suite, complete with a spa-inspired bathroom and generous walk-in closet.

    Lennar Builder
    1258 Lake Michigan Unit 36949688, Trappe, MD 21673
  • /39

    $515,000

    • 3 Beds
    • 2 Baths
    • 1,520 Sq Ft

    6390 Bozman Neavitt Rd, Neavitt, MD 21652

    The perfect water view cottage, dating back to circa 1890, has been meticulously maintained and thoughtfully expanded over the years. Located in the waterfront Village of Neavitt (+/- 70 homes). Move-in mint condition with numerous recent upgrades. First floor primary bedroom, first floor renovated full bathroom, two additional bedrooms and full bathroom upstairs. Outdoor Living: A large screened

    Brian Petzold Benson & Mangold, LLC

    6390 Bozman Neavitt Rd, Neavitt, MD 21652
  • /19

    $329,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    1531 Lake Tahoe Dr, Trappe, MD 21673

    You are going to love Homesite #B124 at Lakeside at Trappe! This homesite is in a fantastic location near green space and around the corner from the community pool, sport courts, and more! This beautiful, two-level Whitman single-family home is an absolute must-see! In addition to the 3 bedrooms, 2 full and 1 half bathrooms, and 2-car garage, this home offers a stunning open concept design with

    Lennar Builder
    1531 Lake Tahoe Dr, Trappe, MD 21673
  • /5

    $184,000

    • Land
    • 0.49 Acre
    • $375,510 per Acre

    25832 Turner Ave, Royal Oak, MD 21662

    Buildable 1/2 +/- acre lot ready for your vision and a builder ready to help you make it a reality! Over 500 ft of shoreline on the Tred Avon River. Close to the public park/playground and just a short boat ride or ferry ride to Oxford. Centrally located between Easton and St Michaels. Just minutes to Talbot County's favorite waterfront towns by car, bike, or boat.

    Chuck Mangold Benson & Mangold, LLC

    25832 Turner Ave, Royal Oak, MD 21662
  • /7

    $429,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,570 Sq Ft

    Spring Lake II Plan at Four Seasons at Easton - River Series, Easton, MD 21601

    Cozy kitchen open to dining area, great room, and sunny covered patio . Beautiful primary suite with dual-sink vanity in bathroom and large walk-in closet . Versatile and secluded home office . Hall bath ideal for guests and conveniently near bedroom 2 . Laundry room away from living spaces to help keep your home clean, quiet, and organized . Spacious 2-car garage .

    K. Hovnanian Homes Builder
    29434 Dutchmans Ln Unit 37862410, Easton, MD 21601
  • /60

    $1,575,000

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    6780 Cookes Hope Rd, Easton, MD 21601

    Waterfront Retreat in Cooke’s Hope – Perfectly positioned along Easton’s sought-after Oxford Road corridor, this custom waterfront home in Cooke’s Hope offers timeless design and a relaxed Eastern Shore lifestyle just minutes from downtown Easton. Designed by Pam Gardner, the home features 3 bedrooms, 2.5 baths and an open floor plan filled with natural light and beautiful water views. A dramatic

    Kathy Christensen TTR Sotheby's International Realty

    6780 Cookes Hope Rd, Easton, MD 21601
  • /105

    $1,295,000

    • 3 Beds
    • 2 Baths
    • 1,914 Sq Ft

    107 W Chestnut St, Saint Michaels, MD 21663

    Your picture-perfect St. Michaels Bungalow on the coveted W. Chestnut Street. The owners completed a full renovation in 2023. Designer finishes throughout. Attention to detail, light placement and thoughtful preservation of its original style. The screened front porch welcomes you in with it's beautiful woodwork and sets the pace for this Chic, move-in ready Shore Home. Situated on a double lot

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    107 W Chestnut St, Saint Michaels, MD 21663
  • /40

    $500,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    100 Bush Terrace, Saint Michaels, MD 21663

    Welcome to easy Eastern Shore living in the charming waterfront town of St. Michaels! This 3-bedroom, 2 bath, 1,232 sq. ft. home is located in the desirable community of Rio Vista offering direct access to the Miles River, complete with a community dock, boat slips, and boat ramp — perfect for boating, crabbing, paddleboarding, or sunset cruises. Enjoy the relaxed coastal lifestyle just minutes

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    100 Bush Terrace, Saint Michaels, MD 21663
  • /26

    $339,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft

    207 Tred Avon Ave, Easton, MD 21601

    Easton charm meets everyday convenience at this coming soon opportunity at 207 Tred Avon Avenue. Ideally located just moments from downtown Easton’s 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

    Jen Voshell Coldwell Banker Chesapeake Real Estate Company

    207 Tred Avon Ave, Easton, MD 21601
  • /69

    $369,000

    • 6 Beds
    • 2.5 Baths
    • 3,446 Sq Ft

    4096 Main St, Trappe, MD 21673

    Historic Farmhouse with Significant Value-Add Potential Built in 1919 and offering approximately 3,448 square feet, this stately farmhouse sits on a .44-acre lot and presents a rare opportunity for investors or renovation enthusiasts to restore a historic property with substantial upside. The home features many original architectural elements, including hardwood floors, crown molding, multiple

    Donna Harrington Coldwell Banker Realty

    4096 Main St, Trappe, MD 21673
  • /3

    $329,990 New Construction

    • 3 Beds
    • 2 Baths
    • 2,263 Sq Ft

    1419 Lake Geneva Dr, Trappe, MD 21673

    This three-story home features a first-floor a recreation room, ideal for entertaining guests, with access to an outdoor space. Upstairs is an open layout shared among the kitchen, dining area and Great Room, creating the perfect space for hosting special gatherings. On the top floor are two secondary bedrooms, along with the luxe owner’s suite with an en-suite bathroom and walk-in closet.

    Lennar Builder
    1419 Lake Geneva Dr, Trappe, MD 21673
  • /37

    $495,000

    • 4 Beds
    • 2.5 Baths
    • 2,342 Sq Ft

    8800 Roundhouse Cir, Easton, MD 21601

    Move-In Ready Kensington Model in Mulberry Station. Welcome home to this spacious 4 bedroom, 2.5 bath residence offering over 2,300 sq. ft. of beautifully designed living space in the sought-after Mulberry Station community. Perfectly positioned on a large lot that backs to open farmland, this property combines modern upgrades with timeless charm. Key Features & Upgrades: 9’ ceilings on the main

    Stacie Luhrman Benson & Mangold, LLC

    8800 Roundhouse Cir, Easton, MD 21601
  • /3

    $346,440 New Construction

    • 3 Beds
    • 2 Baths
    • 2,254 Sq Ft

    1309 Lake Lucerne Ln, Trappe, MD 21673

    This three-story home features a first-floor a recreation room, ideal for entertaining guests, with access to an outdoor space. Upstairs is an open layout shared among the kitchen, dining area and Great Room, creating the perfect space for hosting special gatherings. On the top floor are two secondary bedrooms, along with the luxe owner’s suite with an en-suite bathroom and walk-in closet.

    Lennar Builder
    1309 Lake Lucerne Ln, Trappe, MD 21673
  • /73

    $515,000

    • 3 Beds
    • 2.5 Baths
    • 3,052 Sq Ft

    29754 Hillary Ave, Easton, MD 21601

    OPEN HOUSE, SATURDAY, MARCH 21st 11AM-1PM - Exceptional Home located in the desirable Easton Club East +55 Community. Three bedroom, Two-Story McDaniel Model boasts over 3,000 sqft. Welcoming Front Porch - with peaceful wooded views. Large Foyer welcomes guests, including Formal Dining and Living Room. Expansive Family Room with two story ceilings, Custom Bookshelves surround Cozy Gas Fireplace.

    April Heim Rosendale Realty

    29754 Hillary Ave, Easton, MD 21601
  • /12

    $1,945,000

    • Land
    • 2.96 Acres
    • $657,095 per Acre

    4480 Bachelors Point Rd, Oxford, MD 21654

    Your Custom Dream Waterfront Home Awaits! This rare, build-ready lot offers a blank canvas for you to craft your perfect Eastern Shore estate with spectacular, panoramic views! The 2.9 acre waterfront lot in the Bachelor Pt section of Oxford offers 180 degree panoramic views stretching across the majestic Choptank River. Enjoy the peace of mind of a recently installed rip-rap shoreline over an

    Ray Stevens Benson & Mangold, LLC

    4480 Bachelors Point Rd, Oxford, MD 21654
  • /19

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    101 Brooks Ln, Saint Michaels, MD 21663

    Welcome to this beautifully updated cottage in the heart of St. Michaels—where modern comfort meets Eastern Shore charm. Perfectly situated within walking distance to the town’s shops, restaurants, Rails to Trails, and the renowned Maritime Museum, this single‐level home offers both convenience and a peaceful, private setting. Sitting on nearly a quarter acre, the property features a fully fenced

    Stacie Luhrman Benson & Mangold, LLC

    101 Brooks Ln, Saint Michaels, MD 21663
  • /19

    $279,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,798 Sq Ft

    Devonshire Front Load Garage Plan at Lakeside at Trappe - Townhomes, Trappe, MD 21673

    This new townhome offers three stories of elegant living and entertainment space. Beyond the foyer is a recreation room that provides numerous possibilities, along with a convenient garage. The open-concept main level features a central kitchen with a dining area and a welcoming family room. The topmost level includes two-bedroom suites located at opposite ends of the hallway, each with an

    Lennar Builder
    1258 Lake Michigan Unit 36949728, Trappe, MD 21673
  • /19

    $366,540 New Construction

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    1690 Lake Placid Dr, Trappe, MD 21673

    This new two-story home is host to a spacious and flexible open-concept layout on the first floor, blending the kitchen, living and dining areas to maximize interior space. On the second level, two bedrooms and a luxurious owner’s suite surround a versatile and inviting loft. A two-car garage completes the home.

    Lennar Builder
    1690 Lake Placid Dr, Trappe, MD 21673
  • /112

    $2,900,000

    • 4 Beds
    • 4.5 Baths
    • 3,677 Sq Ft

    24645 Long Haul Rd, Saint Michaels, MD 21663

    Experience waterfront living at its finest in this remarkable St. Michaels retreat, where breathtaking water views define every moment. The beautifully remodeled main level was designed to maximize the scenery, seamlessly blending indoor comfort with the natural beauty beyond. A chef-inspired kitchen with Monogram stainless steel appliances anchors the open-concept living space, perfect for

    Donna Dickinson Coldwell Banker Realty

    24645 Long Haul Rd, Saint Michaels, MD 21663
  • /3

    $324,990 New Construction

    • 3 Beds
    • 2 Baths
    • 2,254 Sq Ft

    1427 Lake Geneva Dr, Trappe, MD 21673

    This three-story home features a first-floor a recreation room, ideal for entertaining guests, with access to an outdoor space. Upstairs is an open layout shared among the kitchen, dining area and Great Room, creating the perfect space for hosting special gatherings. On the top floor are two secondary bedrooms, along with the luxe owner’s suite with an en-suite bathroom and walk-in closet.

    Lennar Builder
    1427 Lake Geneva Dr, Trappe, MD 21673
  • /4

    $399,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,885 Sq Ft

    1009 Champlain Ct, Trappe, MD 21673

    The Douglas offers an open concept and the convininece of main level living. The heart of the home is the stunning chef's kitchen, featuring Carrara Morro quartz countertops, and conveniently positioned between the dining room and cozy living room, fostering seamless flow for gatherings. 10' ceilings on the main level amplify the spaciousness of the home. A sliding door in the family room opens

    Brookfield Residential Builder
    1009 Champlain Ct, Trappe, MD 21673
  • /38

    $335,000

    • 4 Beds
    • 2.5 Baths
    • 1,916 Sq Ft

    505 Wheatley Dr, Easton, MD 21601

    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 bath—perfect for main-level living. The upper level features three additional bedrooms and one full

    Shay Prattis Keller Williams Realty

    505 Wheatley Dr, Easton, MD 21601
  • /23

    $464,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,905 Sq Ft

    AZALEA Plan at Gannon Range, Easton, MD 21601

    The Azalea is a 1,905 square foot ranch home that offers three bedrooms, two bathrooms, and a two-car garage. The welcoming foyer has two coat closets and separates to afford privacy to the two spacious guest bedrooms with closets and the secondary bathroom. The open floorplan features a well-designed kitchen complete with an abundance of cabinetry, an oversized island, a pantry closet, and

    D.R. Horton Builder
    8749 Harper Way Unit 36203244, Easton, MD 21601
  • /3

    $850,000

    • Land
    • 1.6 Acres
    • $531,250 per Acre

    25826 Orchard Terrace, Royal Oak, MD 21662

    Buildable 1.6 +/- acre lot ready for your vision and a builder ready to help you make it a reality! Over 500 ft of shoreline on the Tred Avon River. Close to the public park/playground and just a short boat ride or ferry ride to Oxford. Centrally located between Easton and St Michaels. Just minutes to Talbot County's favorite waterfront towns by car, bike, or boat.

    Chuck Mangold Benson & Mangold, LLC

    25826 Orchard Terrace, Royal Oak, MD 21662
  • /5

    $158,000

    • Land
    • 0.5 Acre
    • $316,000 per Acre

    25833 Turner Ave, Royal Oak, MD 21662

    Buildable 1/2 +/- acre lot ready for your vision and a builder ready to help you make it a reality! Over 500 ft of shoreline on the Tred Avon River. Close to the public park/playground and just a short boat ride or ferry ride to Oxford. Centrally located between Easton and St Michaels. Just minutes to Talbot County's favorite waterfront towns by car, bike, or boat.

    Chuck Mangold Benson & Mangold, LLC

    25833 Turner Ave, Royal Oak, MD 21662
  • /4

    $309,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,254 Sq Ft

    Elmwood Front Load Garage Plan at Lakeside at Trappe - Townhomes, Trappe, MD 21673

    This three-story home features a first-floor a recreation room, ideal for entertaining guests, with access to an outdoor space. Upstairs is an open layout shared among the kitchen, dining area and Great Room, creating the perfect space for hosting special gatherings. On the top floor are two secondary bedrooms, along with the luxe owner’s suite with an en-suite bathroom and walk-in closet.

    Lennar Builder
    1258 Lake Michigan Unit 36949687, Trappe, MD 21673
  • /25

    $399,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,170 Sq Ft

    Davidson Plan at Lakeside at Trappe - Signature, Trappe, MD 21673

    This new two-story home has a smart layout that offers ample space and functionality. The first floor is occupied by the living area, which includes an open Great Room, dining room and kitchen. A bedroom on the same level can be used as a home office. The three remaining bedrooms are tucked away upstairs to ensure better privacy and center around a versatile loft. The spacious owner’s suite comes

    Lennar Builder
    1258 Lake Michigan Unit 36949708, Trappe, MD 21673
  • /60

    $3,795,000 Open House 4/11

    • 5 Beds
    • 5.5 Baths
    • 6,487 Sq Ft

    8781 Tilghman Island Rd, Wittman, MD 21676

    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;

    Robert Lacaze TTR Sotheby's International Realty

    8781 Tilghman Island Rd, Wittman, MD 21676
  • /30

    $450,000 Open Wed 10AM - 12PM

    • 2 Beds
    • 1.5 Baths
    • 1,125 Sq Ft

    111 Gloria Ave, Saint Michaels, MD 21663

    Essentially a NEW HOME! Extensively, tastefully and professionally renovated 1965 rancher located on a quiet residential street, just 2 blocks from downtown St. Michaels. Nearly everything is brand new, including roof shingles, siding, windows, HVAC system and new deck. New off-street parking area, sized for 2 vehicles. Inside, everything looks (and is) new, too, including attractive luxury vinyl

    Tom Crouch Benson & Mangold, LLC

    111 Gloria Ave, Saint Michaels, MD 21663

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