65

Colonial Homes for Sale in Talbot County MD

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  • 209 3rd St, Oxford, MD 21654
    209 3rd St, Oxford, MD 21654
    209 3rd St, Oxford, MD 21654
    /46

    $676,000

    $9K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,638 Sq Ft

    209 3rd St, Oxford, MD 21654

    Improved Pricing ! Make this Charming Oxford Gem your new home. This well-maintained 4-bedroom, 2.5-bath home offers a comfortable blend of classic style and Eastern Shore charm in a prime Oxford location. Whether you're looking for a first home, a retirement retreat, a weekend escape, or an investment property, this inviting residence is designed to fit a variety of lifestyles. Tucked away on a

    Debbie McQuaid TTR Sotheby's International Realty

    209 3rd St, Oxford, MD 21654
  • 8800 Roundhouse Cir, Easton, MD 21601
    8800 Roundhouse Cir, Easton, MD 21601
    8800 Roundhouse Cir, Easton, MD 21601
    /37

    $479,000

    $41K PRICE DROP
    • 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
  • 13415 Wye Landing Ln, Wye Mills, MD 21679
    13415 Wye Landing Ln, Wye Mills, MD 21679
    13415 Wye Landing Ln, Wye Mills, MD 21679
    /14

    $499,000

    $66K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,984 Sq Ft

    13415 Wye Landing Ln, Wye Mills, MD 21679

    VIRTUAL STAGING. Nestled in the charming Wye Mills community, this delightful Colonial-style home offers a perfect blend of comfort and functionality, ideal for those seeking a serene retreat. Built in 1995, this well-maintained residence boasts 1,984 square feet of inviting living space, thoughtfully designed to cater to modern lifestyles. Step inside to discover an open floor plan that

    Antoine Johnson Powerhouse Realty, LLC.

    13415 Wye Landing Ln, Wye Mills, MD 21679
  • 8781 Tilghman Island Rd, Wittman, MD 21676
    8781 Tilghman Island Rd, Wittman, MD 21676
    8781 Tilghman Island Rd, Wittman, MD 21676
    /60

    $3,495,000

    • 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
  • 7184 Oxford Rd, Easton, MD 21601
    7184 Oxford Rd, Easton, MD 21601
    7184 Oxford Rd, Easton, MD 21601
    /37

    $495,000

    • 3 Beds
    • 2.5 Baths
    • 2,264 Sq Ft

    7184 Oxford Rd, Easton, MD 21601

    Back and better than ever — structural repairs made and repairs to septic system. If privacy just minutes from everything is what you want—LOOK NO FURTHER • 3 acres of privacy while staying close to Easton's shopping, dining, schools, and everyday essentials • Fully renovated throughout—everything is done and move-in ready • Main-level primary suite with a sitting room • Large fenced in area

    Kara Shaffer Engel & Völkers Annapolis

    7184 Oxford Rd, Easton, MD 21601
  • 21477 Island Club Rd, Tilghman, MD 21671
    21477 Island Club Rd, Tilghman, MD 21671
    21477 Island Club Rd, Tilghman, MD 21671
    /50

    $1,150,000

    • 4 Beds
    • 2.5 Baths
    • 3,040 Sq Ft

    21477 Island Club Rd, Tilghman, MD 21671

    PRICE IMPROVEMENT*** Welcome to waterfront living at its finest on picturesque Tilghman Island! This beautifully maintained 3,040 sq ft Colonial offers stunning open water views and a lifestyle of comfort, elegance, and ease. Boasting four spacious bedrooms and two and a half baths, this home features a flowing floor plan with natural light, generous living spaces, and a perfect blend of indoor

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    21477 Island Club Rd, Tilghman, MD 21671
  • 7449 Kevin Ave, Easton, MD 21601
    7449 Kevin Ave, Easton, MD 21601
    7449 Kevin Ave, Easton, MD 21601
    /80

    $490,000

    Open Sat 10AM - 12PM
    • 3 Beds
    • 3 Baths
    • 2,342 Sq Ft

    7449 Kevin Ave, Easton, MD 21601

    Located in the sought-after Easton Club East community and not restricted to 55+, this well-maintained home offers 3 bedrooms, 3 full baths, and a flexible layout designed for comfortable everyday living.Recent updates include fresh interior paint, new carpet, a new roof (2025), and a new HVAC system (2022). The main-level primary suite features a custom walk-in closet and private bath, while

    Coard Benson Benson & Mangold, LLC

    7449 Kevin Ave, Easton, MD 21601
  • 27029 Miles River Rd, Easton, MD 21601
    27029 Miles River Rd, Easton, MD 21601
    27029 Miles River Rd, Easton, MD 21601
    /42

    $4,395,000

    • 4 Beds
    • 5.5 Baths
    • 5,062 Sq Ft

    27029 Miles River Rd, Easton, MD 21601

    Irish Tides offers a quintessential Eastern Shore retreat with luxury and style. This beautifully crafted4-bedroom, 5.5-bath main house provides captivating views of the Miles River from almost every room. The main level has been enhanced with a new HVAC system and ductwork, ensuring comfort andefficiency throughout. Exquisite crown moldings, hardwood floors, and custom built-ins add an

    Chuck Mangold Benson & Mangold, LLC

    27029 Miles River Rd, Easton, MD 21601
  • 10118 Hiners Ln, Easton, MD 21601
    10118 Hiners Ln, Easton, MD 21601
    10118 Hiners Ln, Easton, MD 21601
    /47

    $724,900

    • 4 Beds
    • 2 Baths
    • 2,208 Sq Ft

    10118 Hiners Ln, Easton, MD 21601

    Beautiful 4-bedroom, 2-bathroom home on a 1+/- acre parcel with an additional 12.45+/- acre lot included—ideal for expansion, equipment storage, or future investment. The 48' x 60' pole barn features three overhead doors, providing ample space for tools, vehicles, and materials. Outside, enjoy an in-ground pool and a fully fenced backyard. The property is currently served by well and septic, but

    Jim Corson Benson & Mangold, LLC

    10118 Hiners Ln, Easton, MD 21601
  • 228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663
    228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663
    228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663
    /119

    $1,995,000

    • 6 Beds
    • 6 Baths
    • 4,089 Sq Ft

    228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663

    Check out the NEW aerial photos! An exceptional opportunity in The Homes at Perry Cabin -- a rare double residence offering approximately 4,000 square feet, six bedrooms, and six full baths in a premier Saint Michaels waterfront community. adjacent to the renowned Inn at Perry Cabin and overlooking Fogg Cove just off the Miles River. This turnkey home features expansive living areas and a

    Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663
  • 32930 Oyster Bank Terrace, Easton, MD 21601
    32930 Oyster Bank Terrace, Easton, MD 21601
    32930 Oyster Bank Terrace, Easton, MD 21601
    /38

    $695,000

    • 3 Beds
    • 3 Baths
    • 3,050 Sq Ft

    32930 Oyster Bank Terrace, Easton, MD 21601

    Discover the perfect blend of privacy in this spacious three bedroom, 3 full bath , Colonial located in the sought-after High Banks community. Set on over 4 acres in the water-privileged section with access to the Choptank River, this home offers a bright open floor plan, durable LVP flooring, wood stove insert with marble hearth, crown molding, and a nice open kitchen with a center island ideal

    Barbara Watkins Benson & Mangold, LLC

    32930 Oyster Bank Terrace, Easton, MD 21601
  • 7865 Pea Neck Rd, Saint Michaels, MD 21663
    7865 Pea Neck Rd, Saint Michaels, MD 21663
    7865 Pea Neck Rd, Saint Michaels, MD 21663
    /60

    $1,379,800

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,332 Sq Ft

    7865 Pea Neck Rd, Saint Michaels, MD 21663

    Under construction by Laine Street Homes, this exceptional property offers over 3,300 sq ft of finished living space plus an additional 480 sq ft of covered outdoor living. Set on approximately 2 acres with mature trees and located just minutes from the heart of historic St. Michaels, the home blends privacy, luxury, and convenience. Designed with a main-level primary suite, the floor plan

    Jana Meredith Meredith Fine Properties

    7865 Pea Neck Rd, Saint Michaels, MD 21663
  • 28713 Emanuel St, Easton, MD 21601
    28713 Emanuel St, Easton, MD 21601
    28713 Emanuel St, Easton, MD 21601
    /45

    $795,000

    • 4 Beds
    • 4 Baths
    • 2,900 Sq Ft

    28713 Emanuel St, Easton, MD 21601

    This two-story Charleston-style Colonial is located in the desirable Cooke’s Hope Village community and sits on an oversized lot with a fenced side and rear yard. The property includes a spacious entry-level side porch, second-level balcony, lush seasonal gardens, and a private fenced brick courtyard with built-in speakers for music and a retractable awning—perfect for outdoor entertaining.

    Chuck Mangold Benson & Mangold, LLC

    28713 Emanuel St, Easton, MD 21601
  • 8612 Tilghman Island Rd, Wittman, MD 21676
    8612 Tilghman Island Rd, Wittman, MD 21676
    8612 Tilghman Island Rd, Wittman, MD 21676
    /76

    $7,900,000

    • 8 Beds
    • 5.5 Baths
    • 9,051 Sq Ft

    8612 Tilghman Island Rd, Wittman, MD 21676

    "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 115-acre waterfront estate with two deeded lots has breathtaking western views across the Chesapeake Bay. A gated

    Laura Carney TTR Sotheby's International Realty

    8612 Tilghman Island Rd, Wittman, MD 21676
  • 331 Hollis Cir, Easton, MD 21601
    331 Hollis Cir, Easton, MD 21601
    331 Hollis Cir, Easton, MD 21601
    /27

    $410,000

    • 3 Beds
    • 2.5 Baths
    • 1,698 Sq Ft

    331 Hollis Cir, Easton, MD 21601

    Nestled on a desirable corner lot in Easton, this charming 3-bedroom, 2.5-bath home offers the perfect blend of comfort, convenience, and location. Just a short distance from a scenic walking trail, it’s ideal for those who enjoy outdoor strolls, morning jogs, or peaceful evenings surrounded by nature. Inside, the home features a functional and inviting layout with spacious living areas, perfect

    Wes Russum Coldwell Banker Chesapeake Real Estate Company

    331 Hollis Cir, Easton, MD 21601
  • 24375 Widgeon Place Unit 37, Saint Michaels, MD 21663
    24375 Widgeon Place Unit 37, Saint Michaels, MD 21663
    24375 Widgeon Place Unit 37, Saint Michaels, MD 21663
    /50

    $499,999

    Open Sun 1PM - 3PM
    • 3 Beds
    • 3 Baths
    • 2,100 Sq Ft

    24375 Widgeon Place Unit 37, Saint Michaels, MD 21663

    Want to live close to Historic Saint Michaels in a beautiful and low maintenance setting offering ample first floor living? Welcome to 24375 Widgeon Place, Unit 37, nestled in the picturesque Martingham Community just outside Historic St. Michaels . This desirable END UNIT property is the epitome of style and comfort, encapsulating all the charms of eastern shore coastal living. Featuring 3

    Tiffany Cloud Meredith Fine Properties

    24375 Widgeon Place Unit 37, Saint Michaels, MD 21663
  • 7344 Casey Ave, Easton, MD 21601
    7344 Casey Ave, Easton, MD 21601
    7344 Casey Ave, Easton, MD 21601
    /56

    $475,000

    $30K PRICE DROP
    • 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
  • 24679 Deep Neck Rd, Royal Oak, MD 21662
    24679 Deep Neck Rd, Royal Oak, MD 21662
    24679 Deep Neck Rd, Royal Oak, MD 21662
    /130

    $6,495,000

    • 4 Beds
    • 5 Baths
    • 6,731 Sq Ft

    24679 Deep Neck Rd, Royal Oak, MD 21662

    Irish Creek Waterfront EstateSet along more than 1,000 +/- feet of pristine, navigable waterfront on Irish Creek, this remarkable 22.14 +/- acre waterfront estate captures the very essence of luxury living on Maryland’s Eastern Shore. Surrounded by sweeping southwest-facing water views and unspoiled natural beauty, the property offers exceptional privacy and scale just minutes from the

    Chuck Mangold Benson & Mangold, LLC

    24679 Deep Neck Rd, Royal Oak, MD 21662
  • 9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663
    9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663
    9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663
    /36

    $480,000

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

    9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663

    Set within the sought-after Martingham community of Quail Hollow, backing to the top rated golf course The Links at Perry Cabin, this fully updated 3-bedroom, 3-bath townhome offers stylish, low-maintenance living just minutes from downtown St. Michaels. Extensive renovations completed between 2022 and 2024 make this home truly turnkey. The main level welcomes you with beautiful wood floors, a

    Barbara Watkins Benson & Mangold, LLC

    9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663
  • 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
  • 29583 Skipton Estates Dr, Cordova, MD 21625
    29583 Skipton Estates Dr, Cordova, MD 21625
    29583 Skipton Estates Dr, Cordova, MD 21625
    /40

    $799,900

    $79K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,740 Sq Ft

    29583 Skipton Estates Dr, Cordova, MD 21625

    Brand new roof just completed! Extremely well maintained Skipton Estates colonial situated on a wooded 2 acre lot which offers loads of privacy and plenty of bird watching. Upon entering this spacious home you are greeted by a bright, open 2 story foyer with hardwood flooring that's open to the office/study and formal dining room. Continuing into the home features a generous family room that has

    Bryan Wieland Benson & Mangold, LLC

    29583 Skipton Estates Dr, Cordova, MD 21625
  • 7909 Church Neck Rd, Saint Michaels, MD 21663
    7909 Church Neck Rd, Saint Michaels, MD 21663
    7909 Church Neck Rd, Saint Michaels, MD 21663
    /50

    $2,100,000

    $500K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,492 Sq Ft

    7909 Church Neck Rd, Saint Michaels, MD 21663

    Set on 19.5 private acres just minutes from historic waterfront Saint Michaels, this exceptional 4,492 sq ft residence offers the perfect blend of space, privacy, and convenience. The home features four bedrooms and two and a half baths, with expansive living areas ideal for both everyday living and entertaining, including a well-appointed chef's kitchen. The thoughtfully designed layout includes

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    7909 Church Neck Rd, Saint Michaels, MD 21663
  • 140 S Washington St, Easton, MD 21601
    140 S Washington St, Easton, MD 21601
    140 S Washington St, Easton, MD 21601
    /67

    $1,080,000

    $20K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,000 Sq Ft

    140 S Washington St, Easton, MD 21601

    Looking for the ideal downtown Easton location? This beautifully renovated Colonial offers a rare opportunity—perfect as a high‐end investment property or as your personal residence with an income‐producing second unit. This stunning building features two fully updated 1,000 sq. ft. units, each finished with high‐quality materials and thoughtful design. First‐Floor Unit2 bedrooms, 2 baths

    Jana Meredith Meredith Fine Properties

    140 S Washington St, Easton, MD 21601
  • 3868 Marvel Dr, Trappe, MD 21673
    3868 Marvel Dr, Trappe, MD 21673
    3868 Marvel Dr, Trappe, MD 21673
    /38

    $415,000

    $14K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,028 Sq Ft

    3868 Marvel Dr, Trappe, MD 21673

    Welcome Home to a beautifully maintained home tucked away on a quiet cul-de-sac in an established neighborhood conveniently located within minutes of RT50 for easy commuting to Easton, Cambridge or the beach. This spacious 4 Bedroom, 3 Full Bath home offers the flexibility todays buyer's are looking for with a potential 5th main level bedroom thanks to a dining room with closet access and

    Joanie Hynes EXP Realty, LLC

    3868 Marvel Dr, Trappe, MD 21673
  • 28959 Jasper Ln, Easton, MD 21601
    28959 Jasper Ln, Easton, MD 21601
    28959 Jasper Ln, Easton, MD 21601
    /38

    $749,000

    $26K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,819 Sq Ft

    28959 Jasper Ln, Easton, MD 21601

    Nestled in the prestigious Cooke's Hope community, this exquisite end-of-row townhouse embodies the perfect blend of elegance and comfort. Built in 2004, this Colonial-style residence boasts a timeless brick façade that invites you into a world of refined living. Spanning 2,819 square feet, this home features three spacious bedrooms and two and a half luxurious bathrooms, designed to cater to

    Bill Wieland Benson & Mangold, LLC

    28959 Jasper Ln, Easton, MD 21601

Showing Results 41 - 65, Page 2 of 2

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