358

Talbot County MD Homes for Sale

Section Image Section Image
  • 0 Ocean Gateway Unit MDTA2012744, Trappe, MD 21673
    0 Ocean Gateway Unit MDTA2012744, Trappe, MD 21673
    /2

    $40,000

    • Land
    • 41,817 Sq Ft
    • $41,667 per Acre

    0 Ocean Gateway Unit MDTA2012744, Trappe, MD 21673

    Nearly one acre of land ideally located along Ocean Gateway (Route 50) between Trappe and Easton, Maryland. This property offers excellent visibility and convenient access to major routes. Situated in a central location on the Eastern Shore, you are just minutes from shopping, dining, and local amenities. Offered at $40,000, this is an affordable chance to secure land in a highly traveled

    Holly Anderson Long & Foster Real Estate, Inc.

    0 Ocean Gateway Unit MDTA2012744, Trappe, MD 21673
  • 6367 Ocean Gateway, Trappe, MD 21673
    6367 Ocean Gateway, Trappe, MD 21673
    /2

    $55,000

    • Land
    • 30,492 Sq Ft
    • $78,571 per Acre

    6367 Ocean Gateway, Trappe, MD 21673

    This parcel is located between Trappe and Easton is almost 3/4 of an acre. A great piece of land in a sought-after Talbot County with buildable potential. The property is currently undergoing evaluation for SDA/perc. Convenient to shopping, dining, and local amenities. Enjoy all that the Eastern Shore has to offer!

    Holly Anderson Long & Foster Real Estate, Inc.

    6367 Ocean Gateway, Trappe, MD 21673
  • 5559 Trafalgar Cir, Tilghman, MD 21671
    5559 Trafalgar Cir, Tilghman, MD 21671
    5559 Trafalgar Cir, Tilghman, MD 21671
    /75

    $569,000

    • 5 Beds
    • 3.5 Baths
    • 3,404 Sq Ft

    5559 Trafalgar Cir, Tilghman, MD 21671

    TILGHMAN ISLAND.Welcome to this beautiful and spacious 5-bedroom, 3.5-bath single-family home located in the highly sought-after Tilghman on Chesapeake community. Designed for modern comfort and relaxed island living, this home offers an open-concept floor plan filled with abundant natural light and elegant finishes throughout. The gourmet kitchen is a true centerpiece, featuring granite

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (410) 834-0959

    5559 Trafalgar Cir, Tilghman, MD 21671
  • 305 Bethune Dr, Easton, MD 21601
    305 Bethune Dr, Easton, MD 21601
    305 Bethune Dr, Easton, MD 21601
    /29

    $335,000

    • 4 Beds
    • 2.5 Baths
    • 2,002 Sq Ft

    305 Bethune Dr, Easton, MD 21601

    Back on the market due to no fault of the seller! Welcome to this spacious end-unit townhouse offering 4 bedrooms and 2.5 bathrooms, providing plenty of room for comfortable living. The main level features a bright and open layout with abundant natural light, ideal for everyday living and entertaining. The kitchen opens to the main living areas, creating a functional and inviting space. Upstairs,

    Katie Moore Coldwell Banker Chesapeake Real Estate Company

    305 Bethune Dr, Easton, MD 21601
  • 29141 Superior Cir, Easton, MD 21601
    29141 Superior Cir, Easton, MD 21601
    29141 Superior Cir, Easton, MD 21601
    /46

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    29141 Superior Cir, Easton, MD 21601

    Great location off Rt 50 in Lakelands in Easton, spacious 4br end unit with fully fenced backyard and open farmland views. 1st floor primary with full bath and large walk-in closet plus 3brs up, family room with gorgeous floors & gas fireplace, kitchen with granite tops & breakfast bar, den/office & spacious upstairs tv/playroom. 2 car garage and separate laundry with washer & dryer. Access to

    Janet Larson Benson & Mangold, LLC

    29141 Superior Cir, Easton, MD 21601
  • 29181 Superior Cir, Easton, MD 21601
    29181 Superior Cir, Easton, MD 21601
    29181 Superior Cir, Easton, MD 21601
    /41

    $435,000

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    29181 Superior Cir, Easton, MD 21601

    Spacious four bedroom 2700+ fsf end unit town home in Easton's prized Lakelands subdivision 5 minutes from downtown and all its' amenities. New roof 2025, granite kitchen with stainless appliances,1st floor primary suite with private bath & large walk-in closet, living room w/fireplace, dining, area, powder room, 1st floor light filled den/office, two car garage and separate laundry with linen

    Janet Larson Benson & Mangold, LLC

    29181 Superior Cir, Easton, MD 21601
  • 0 Newtown Village Rd, Cordova, MD 21625
    0 Newtown Village Rd, Cordova, MD 21625
    /2

    $18,900

    • Land
    • 7,405 Sq Ft
    • $111,176 per Acre

    0 Newtown Village Rd, Cordova, MD 21625

    PROPERTY WAS BOUGHT AT TAX SALE, NO CURRENT PERC ON THE PROPERTY, VACANT LOT.

    Henry Gibbons-Neff Meredith Fine Properties

    0 Newtown Village Rd, Cordova, MD 21625
  • 0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654
    0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654
    0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654
    /8

    $5,350,000 New Construction

    • 4 Beds
    • 5.5 Baths
    • 6,184 Sq Ft

    0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654

    Envisioned for a premier waterfront setting along the Tred Avon River, this exceptional TO-BE-BUILT coastal residence by award-winning firm - Pacquin Design Build, presents a rare opportunity to create a refined Eastern Shore retreat on a remarkable 4.18-acre homesite within the exclusive Morgan’s Point community of Oxford. Thoughtfully designed in classic shingle-style architecture, the proposed

    Agent Photo

    Gil Poudrier

    TTR Sotheby's International Realty

    (410) 883-9692

    0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654
  • 0 Ocean Gateway Unit MDTA2012696, Trappe, MD 21673
    0 Ocean Gateway Unit MDTA2012696, Trappe, MD 21673
    0 Ocean Gateway Unit MDTA2012696, Trappe, MD 21673
    /3

    $49,900

    • Land
    • 1.28 Acres
    • $38,984 per Acre

    0 Ocean Gateway Unit MDTA2012696, Trappe, MD 21673

    1.28 Acres of vacant land on Route 50 Eastbound between Almshouse Road and Sanderstown Road. Undergrowth and small trees have been cleared and woodchips spread for easy access. Property does not have a SDA and therefore is not a buildable lot at this time. A 3 bedroom SDA application has been made for this 2026 wet season testing. Property will also need a driveway connection to Route 50 (an

    Holly Anderson Long & Foster Real Estate, Inc.

    0 Ocean Gateway Unit MDTA2012696, Trappe, MD 21673
  • 305 Brookletts Ave, Easton, MD 21601
    305 Brookletts Ave, Easton, MD 21601
    305 Brookletts Ave, Easton, MD 21601
    /23

    $249,000

    • 3 Beds
    • 1 Bath
    • 1,240 Sq Ft

    305 Brookletts Ave, Easton, MD 21601

    GREAT CONVENIENT IN TOWN LOCATION FOR THE HANDY HOMEOWNER OR INVESTOR. LOTS OF POTENTIAL!INTERIOR NEEDS WORK, HARDIPLANK SIDING IS NEW. SPACIOUS LOT WITH BACK ALLEY ACCESS FOR PARKING . EASTON WALKING TRAIL IS JUST DOWN THE ROAD.EASY TO SHOW, APPRAISAL ON FILE.

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    305 Brookletts Ave, Easton, MD 21601
  • 7344 Casey Ave, Easton, MD 21601
    7344 Casey Ave, Easton, MD 21601
    7344 Casey Ave, Easton, MD 21601
    /55

    $495,000

    • 3 Beds
    • 3 Baths
    • 2,342 Sq Ft

    7344 Casey Ave, Easton, MD 21601

    Chesapeake By Del Webb. Popular 2 story Wittman model. Great room with gas fireplace, dining room, large eat-in kitchen with breakfast nook and center island, sunroom, office, 1st floor primary suite with walk-in closet and bath with walk-in shower and soaking tub, guest bedroom, hall bath and laundry. 2nd floor is perfect for guests with a loft, bedroom and bath. Features a 2 car rear loading

    Judy Moore Benson & Mangold, LLC

    7344 Casey Ave, Easton, MD 21601
  • 4096 Main St, Trappe, MD 21673
    4096 Main St, Trappe, MD 21673
    4096 Main St, Trappe, MD 21673
    /69

    $349,900

    • 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
  • 16 Willis Ave, Easton, MD 21601
    16 Willis Ave, Easton, MD 21601
    16 Willis Ave, Easton, MD 21601
    /33

    $309,999

    • 3 Beds
    • 1 Bath
    • 1,092 Sq Ft

    16 Willis Ave, Easton, MD 21601

    Charming 3-Bedroom Rancher in an Ideal Easton Location! Nestled in a prime Easton location, 16 Willis Avenue offers the perfect combination of comfort, convenience, and charm. This well-maintained 3-bedroom, 1-bath rancher is situated on a desirable corner lot, just a stone's throw from the heart of Easton. Whether you're looking for a great starter home or a cozy space to downsize, this property

    Jen Voshell Coldwell Banker Chesapeake Real Estate Company

    16 Willis Ave, Easton, MD 21601
  • 220 W Dover St, Easton, MD 21601
    220 W Dover St, Easton, MD 21601
    220 W Dover St, Easton, MD 21601
    /3

    $150,000

    • Land
    • 15,681 Sq Ft
    • $416,667 per Acre

    220 W Dover St, Easton, MD 21601

    Rare land development opportunity in the heart of Easton’s Central Business District. This ±0.36 acre parcel is ideally positioned within the Town of Easton PUD infill area, offering a highly desirable location for a variety of potential development concepts, including a multi-unit structure (subject to Town approvals). The property benefits from close proximity to Easton’s renowned historic

    Shawn Moore Meredith Fine Properties

    220 W Dover St, Easton, MD 21601
  • 22707 Marshall Ln, Wittman, MD 21676
    22707 Marshall Ln, Wittman, MD 21676
    22707 Marshall Ln, Wittman, MD 21676
    /48

    $1,895,000

    • 5 Beds
    • 3.5 Baths
    • 4,310 Sq Ft

    22707 Marshall Ln, Wittman, MD 21676

    Now Offered at $1,895,000 | Private Harris Creek Waterfront Private Harris Creek waterfront with pool, pier, boat lift and deep-water access—crafted for boating, kayaking and the best of Eastern Shore living. This five-bedroom, three-and-a-half-bath residence offers a rare blend of privacy, comfort and wide water views just minutes from St. Michaels and Easton. Sun-filled interiors feature red

    Kathy Christensen TTR Sotheby's International Realty

    22707 Marshall Ln, Wittman, MD 21676
  • 9116 Camelia Dr, Easton, MD 21601
    9116 Camelia Dr, Easton, MD 21601
    9116 Camelia Dr, Easton, MD 21601
    /34

    $375,000

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft

    9116 Camelia Dr, Easton, MD 21601

    Back on the market - Contract Fell Thru ***BUYER ALERT - JUST REDUCED by MOTIVATED SELLERS***Beautifully updated, this stylish split-level residence blends thoughtful design with everyday comfort, offering a home that feels both welcoming and well cared for. Numerous upgrades can be found throughout, including updated light fixtures, crown molding, wainscoting, newer roof installed in 2025

    Candis Williamson Northrop Realty

    9116 Camelia Dr, Easton, MD 21601
  • 28241 Knapps Lot St, Easton, MD 21601
    28241 Knapps Lot St, Easton, MD 21601
    28241 Knapps Lot St, Easton, MD 21601
    /69

    $739,000

    • 4 Beds
    • 2.5 Baths
    • 2,876 Sq Ft

    28241 Knapps Lot St, Easton, MD 21601

    Ideally located in the highly sought-after waterfront community of Easton Village, this beautifully maintained home offers nearly 3,000 square feet of refined living just minutes from downtown Easton, St. Michaels, and Oxford, and conveniently close to Easton Airport with jet service—perfect for those seeking an effortless Eastern Shore lifestyle. Set on a premier, oversized corner lot, the

    Eddie Mangold Benson & Mangold, LLC

    28241 Knapps Lot St, Easton, MD 21601
  • 7508 Cooper Point Rd, Bozman, MD 21612
    7508 Cooper Point Rd, Bozman, MD 21612
    7508 Cooper Point Rd, Bozman, MD 21612
    /116

    $7,500,000

    • 6 Beds
    • 8 Baths
    • 8,476 Sq Ft

    7508 Cooper Point Rd, Bozman, MD 21612

    Set along the peaceful waters of Caulk Cove, this extraordinary waterfront estate offers luxury, privacy and natural beauty across more than 10 acres. The property features open farm fields and professionally landscaped, park-like grounds, with a tree-lined driveway creating a breathtaking approach to the residence. Built in 2013, the custom-designed home encompasses nearly 8,500 square feet of

    Kim Crouch Ozman Benson & Mangold, LLC

    7508 Cooper Point Rd, Bozman, MD 21612
  • 7364 Ocean Gateway, Easton, MD 21601
    7364 Ocean Gateway, Easton, MD 21601
    7364 Ocean Gateway, Easton, MD 21601
    /42

    $459,000

    • 3 Beds
    • 2 Baths
    • 2,676 Sq Ft

    7364 Ocean Gateway, Easton, MD 21601

    Beautifully Updated Split-Level Retreat on Nearly an Acre Along Route 50! Set back on a private, wooded lot just under an acre, this beautifully remodeled 3-bedroom, 2.5-bath split-level home offers the perfect blend of comfort, style, and outdoor enjoyment. A long circular driveway welcomes you home, setting the tone for the peaceful setting that surrounds this 2,676 sq. ft. property. Inside,

    Stacie Luhrman Benson & Mangold, LLC

    7364 Ocean Gateway, Easton, MD 21601
  • 24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
    24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
    24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
    /47

    $369,000

    • 2 Beds
    • 2.5 Baths
    • 1,486 Sq Ft

    24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663

    Price improvement! Inviting townhouse in the St. Michaels Martingham community with views across the Links at Perry Cabin fairway, offering easy Eastern Shore living. From the upstairs living areas, enjoy lovely, elevated views, abundant natural light, and a sense of openness that enhances the home’s warm, inviting feel. The upper-level living area features shining hardwood floors, and the home

    Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
  • 107 W Chestnut St, Saint Michaels, MD 21663
    107 W Chestnut St, Saint Michaels, MD 21663
    107 W Chestnut St, Saint Michaels, MD 21663
    /105

    $1,225,000

    • 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
  • 607 A & B North St, Easton, MD 21601
    607 A & B North St, Easton, MD 21601
    607 A & B North St, Easton, MD 21601
    /34

    $924,000 Open Sat 11AM - 2PM

    • Studio
    • 3,400 Sq Ft

    607 A & B North St, Easton, MD 21601

    This custom-built duplex completed in 12/25, located in the heart of historic Easton, is a one-of-a-kind investment opportunity. Featuring three bedrooms and two and a half baths in each home, the homes offer an ensuite primary bedroom complete with a walk-in closet and private bath. Designed with modern luxury in mind, it includes new stainless-steel appliances, Marvin windows, a rich wood front

    Jana Meredith Meredith Fine Properties

    607 A & B North St, Easton, MD 21601
  • 29688 Shockley Ln, Cordova, MD 21625
    29688 Shockley Ln, Cordova, MD 21625
    /2

    $134,900

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    29688 Shockley Ln, Cordova, MD 21625

    Price Improvement!! Unlock the potential of this affordable 3- bedroom fixer upper on nearly a half acre! Nestled in a peaceful rural setting yet just minutes from in-town conveniences , this property offers the best of both worlds. Enjoy easy access to major highways , plus prime location only 25 minutes to the Bay Bridge and 40 minutes to Delaware. Whether you're an investor looking to create

    Myisha Walker Long & Foster Real Estate, Inc.

    29688 Shockley Ln, Cordova, MD 21625
  • 216 E Chew Ave, Saint Michaels, MD 21663
    216 E Chew Ave, Saint Michaels, MD 21663
    216 E Chew Ave, Saint Michaels, MD 21663
    /144

    $1,795,000

    • 4 Beds
    • 3.5 Baths
    • 3,575 Sq Ft

    216 E Chew Ave, Saint Michaels, MD 21663

    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

    Agent Photo

    Christopher Clinton

    Coldwell Banker Chesapeake Real Estate Company

    (855) 940-3395

    216 E Chew Ave, Saint Michaels, MD 21663
  • 7459 Timothys Way, Easton, MD 21601
    7459 Timothys Way, Easton, MD 21601
    7459 Timothys Way, Easton, MD 21601
    /37

    $524,000

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

    7459 Timothys Way, Easton, MD 21601

    Welcome to this 2-story McDaniel model in Easton Club East suitable for many lifestyles. Thehome is perfectly situated on a spacious corner lot in the non-age restrictive area just momentsfrom the clubhouse, pool, and tennis courts. Every inch of this home is drenched in sunlight fromits southern exposure. The recessed lighting makes the open floor plan glow from morning

    Laura Anderson Coldwell Banker Realty

    7459 Timothys Way, Easton, MD 21601
  • 0 Morgans Point Dr Unit MDTA2012470, Oxford, MD 21654
    0 Morgans Point Dr Unit MDTA2012470, Oxford, MD 21654
    0 Morgans Point Dr Unit MDTA2012470, Oxford, MD 21654
    /5

    $2,250,000

    • Land
    • 4.18 Acres
    • $538,278 per Acre

    0 Morgans Point Dr Unit MDTA2012470, Oxford, MD 21654

    Discover the rare opportunity to own one of the Eastern Shore's finest waterfront parcels: Lot 5, an exceptional 4.18-acre homesite in the exclusive Morgan's Point community of Oxford, Maryland. This home site has an approved prec, and flood insurance is not required. Tucked along the serene Tred Avon River, this buildable waterfront gem offers expansive privacy and boundless potential, thanks to

    Agent Photo

    Gil Poudrier

    TTR Sotheby's International Realty

    (667) 213-6183

    0 Morgans Point Dr Unit MDTA2012470, Oxford, MD 21654
  • 8800 Roundhouse Cir, Easton, MD 21601
    8800 Roundhouse Cir, Easton, MD 21601
    8800 Roundhouse Cir, Easton, MD 21601
    /37

    $485,000

    • 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
  • 0 St Michaels Rd Unit MDTA2012442, Newcomb, MD 21653
    0 St Michaels Rd Unit MDTA2012442, Newcomb, MD 21653
    0 St Michaels Rd Unit MDTA2012442, Newcomb, MD 21653
    /27

    $1,795,000

    • Land
    • 20 Acres
    • $89,750 per Acre

    0 St Michaels Rd Unit MDTA2012442, Newcomb, MD 21653

    20 acres off St Michaels Rd overlooking Newcomb Creek and out to the Miles River. Partially cleared shoreline offering expansive views of the water with beautiful sandy beaches and high elevation. During the summer, enjoy a quick boat ride to St. Michaels and all that the town has to offer. In the fall and winter, enjoy great goose and duck hunting. Approved for 6 bedroom SDA.

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 421-7750

    0 St Michaels Rd Unit MDTA2012442, Newcomb, MD 21653
  • 6608 Ocean Gateway, Easton, MD 21601
    6608 Ocean Gateway, Easton, MD 21601
    6608 Ocean Gateway, Easton, MD 21601
    /84

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,756 Sq Ft

    6608 Ocean Gateway, Easton, MD 21601

    JUST REDUCED Seller offers 15,000.00 seller concession for home improvements, sale price to be SOLD AS IS . Waterfront Views on Peach Blossom Creek – 6608 Ocean Gateway, Easton, MDThis property presents a solid investment potential for those ready to customize and improve. The functional three-bedroom two bath configuration combined with outdoor amenities and proximity to Oxford, Saint

    Levin Elzey Long & Foster Real Estate, Inc.

    6608 Ocean Gateway, Easton, MD 21601
  • 105 Seymour Ave, Saint Michaels, MD 21663
    105 Seymour Ave, Saint Michaels, MD 21663
    105 Seymour Ave, Saint Michaels, MD 21663
    /39

    $474,000

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft

    105 Seymour Ave, Saint Michaels, MD 21663

    SAINT MICHAELS CHARMING COTTAGE! Welcome Home to this Adorable Cottage perfectly situated in the desirable and walkable Historic Waterfront Town of Saint Michaels! Full of natural light and warmth, this inviting home offers comfortable living spaces and thoughtful updates. A sizable .25 Acre lot with mature trees to include a pecan and walnut tree, mature flower gardens, zoysia grass and an

    Pamela Ackermann-Doll RE/MAX Executive

    105 Seymour Ave, Saint Michaels, MD 21663
  • 108 Miles, Saint Michaels, MD 21663
    108 Miles, Saint Michaels, MD 21663
    108 Miles, Saint Michaels, MD 21663
    /25

    $779,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft

    108 Miles, Saint Michaels, MD 21663

    A rare opportunity to pair a half-acre+ wooded in-town parcel with a thoughtfully designed single-level home concept in the heart of St. Michaels. This Concept A plan illustrates a 3-bedroom, 2-bath residence totaling approximately 1,710 square feet, featuring one-level living and an attached one-car garage. Designed to maximize functionality and flow, the concept offers flexible living spaces

    Chuck Mangold Benson & Mangold, LLC

    108 Miles, Saint Michaels, MD 21663
  • 108 Miles, Saint Michaels, MD 21663
    108 Miles, Saint Michaels, MD 21663
    108 Miles, Saint Michaels, MD 21663
    /25

    $999,000 New Construction

    • 3 Beds
    • 2.5 Baths

    108 Miles, Saint Michaels, MD 21663

    A rare opportunity to combine a half-acre+ wooded in-town setting with a classic Cape Cod–style home concept in the heart of St. Michaels. Concept B illustrates a two-story design featuring 3 bedrooms, 2 full baths, and 1 half bath, along with an attached two-car garage. The proposed layout offers a timeless architectural style with flexible living spaces that can be customized to suit individual

    Chuck Mangold Benson & Mangold, LLC

    108 Miles, Saint Michaels, MD 21663
  • 108 Miles, Saint Michaels, MD 21663
    108 Miles, Saint Michaels, MD 21663
    108 Miles, Saint Michaels, MD 21663
    /27

    $295,000

    • Land
    • 23,958 Sq Ft
    • $536,364 per Acre

    108 Miles, Saint Michaels, MD 21663

    A rare opportunity in the heart of St. Michaels: this half-acre+ wooded parcel offers the privacy of a tucked-away retreat with the everyday convenience of an in-town location. Restaurants, shops, seasonal events, waterfront parks, and the character of the historic district are all close at hand, yet the setting feels quiet and natural. Approximately three times the size of a typical in-town lot,

    Chuck Mangold Benson & Mangold, LLC

    108 Miles, Saint Michaels, MD 21663
  • 23961 Lynnewood Dr, Saint Michaels, MD 21663
    23961 Lynnewood Dr, Saint Michaels, MD 21663
    23961 Lynnewood Dr, Saint Michaels, MD 21663
    /68

    $3,100,000

    • 4 Beds
    • 3.5 Baths
    • 4,035 Sq Ft

    23961 Lynnewood Dr, Saint Michaels, MD 21663

    Located within 2 miles of historic St. Michaels this exceptional waterfront estate blends timeless elegance with a resort-style setting. This 4,200± sq. ft. custom, single-level all brick residence showcases soaring ceilings, an abundance of natural light, and panoramic views of Broad Creek from almost every room. A huge great room featuring a large brick fireplace and open living / dining

    Barbara Watkins Benson & Mangold, LLC

    23961 Lynnewood Dr, Saint Michaels, MD 21663
  • 25831 Turner Ave, Royal Oak, MD 21662
    25831 Turner Ave, Royal Oak, MD 21662
    25831 Turner Ave, Royal Oak, MD 21662
    /11

    $774,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    25831 Turner Ave, Royal Oak, MD 21662

    Designed to optimize water views of the Tred Avon and access to the community kayak launch and beach area is this to be built home. Centrally located between Easton and St Michaels and just a stone's throw from the Oxford Bellevue Ferry on the Tred Avon, one of Talbot County's premier waterfront communities with 13 half acre to 1.5 acre home sites. The community features its own private beach and

    Chuck Mangold Benson & Mangold, LLC

    25831 Turner Ave, Royal Oak, MD 21662
  • 25835 Turner Ave, Royal Oak, MD 21662
    25835 Turner Ave, Royal Oak, MD 21662
    25835 Turner Ave, Royal Oak, MD 21662
    /12

    $898,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    25835 Turner Ave, Royal Oak, MD 21662

    Designed to optimize water views of the Tred Avon and access to the community kayak launch and beach area is this to be built home. Centrally located between Easton and St Michaels and just a stone's throw from the Oxford Bellevue Ferry on the Tred Avon, one of Talbot County's premier waterfront communities with 13 half acre to 1.5 acre home sites. The community features its own private beach and

    Chuck Mangold Benson & Mangold, LLC

    25835 Turner Ave, Royal Oak, MD 21662
  • 24390 Oakwood Park Rd, Saint Michaels, MD 21663
    24390 Oakwood Park Rd, Saint Michaels, MD 21663
    24390 Oakwood Park Rd, Saint Michaels, MD 21663
    /68

    $1,679,000

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

    24390 Oakwood Park Rd, Saint Michaels, MD 21663

    Significant 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

    Janet Larson Benson & Mangold, LLC

    24390 Oakwood Park Rd, Saint Michaels, MD 21663
  • 8805 Cummings Rd, Wittman, MD 21676
    8805 Cummings Rd, Wittman, MD 21676
    8805 Cummings Rd, Wittman, MD 21676
    /39

    $385,000

    • 2 Beds
    • 1.5 Baths
    • 1,364 Sq Ft

    8805 Cummings Rd, Wittman, MD 21676

    Located in the waterfront village of Wittman, close to the public landing and county park, this beautifully crafted two-story cottage blends charm and character with thoughtful design. The home features 2 bedrooms, 1.5 baths, multiple living areas and 2 office spaces . Open beams, wood floors, and architectural details create a warm, inviting atmosphere throughout. Meticulous renovations by a

    Wink Cowee Benson & Mangold, LLC

    8805 Cummings Rd, Wittman, MD 21676
  • 5084 Ferry Neck Rd, Royal Oak, MD 21662
    5084 Ferry Neck Rd, Royal Oak, MD 21662
    5084 Ferry Neck Rd, Royal Oak, MD 21662
    /58

    $4,395,000

    • 4 Beds
    • 4 Baths
    • 7,903 Sq Ft

    5084 Ferry Neck Rd, Royal Oak, MD 21662

    Tucked within a canopy of trees along Maryland’s Eastern Shore, this remarkable home rests quietly beside the Choptank River. The setting feels worlds away, eighty acres of meadows and woodland that open gently to more than 1,800 feet of private shoreline, where a western exposure captures breathtaking sunsets reflected across the water. The residence at 5084 Ferry Neck Road was shaped by owners

    Ron Mangas TTR Sothebys International Realty

    5084 Ferry Neck Rd, Royal Oak, MD 21662
  • 28711 Hope Cir, Easton, MD 21601
    28711 Hope Cir, Easton, MD 21601
    28711 Hope Cir, Easton, MD 21601
    /72

    $1,195,000

    • 4 Beds
    • 3.5 Baths
    • 4,500 Sq Ft

    28711 Hope Cir, Easton, MD 21601

    Approximately 4400 square feet +/- , 3 Level, newly updated, 4 bedroom, Federal style home on a quiet circle. Newer kitchen and first floor owner's en suite, new sun room and finished third floor office/bedroom. Second floor includes two spacious bedrooms, two baths (both en suite); plus, large bonus/storage room which could easily be converted to a 5th bedroom or in-law suite. Perfect for

    Brian Petzold Benson & Mangold, LLC

    28711 Hope Cir, Easton, MD 21601

Showing Results 201 - 240, Page 6 of 9

Maryland Talbot County

Real Estate & Homes for Sale in Talbot County, MD

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group