19

Talbot County MD Homes under $300,000

Section Image Section Image
  • 3961 School St, Trappe, MD 21673
    3961 School St, Trappe, MD 21673
    3961 School St, Trappe, MD 21673
    /37

    $300,000

    $19K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,680 Sq Ft

    3961 School St, Trappe, MD 21673

    Charming rancher set on a quiet one way street. The interior has an open space concept with the Kitchen in the middle. The kitchen has updated cabinetry and granite tops with brand new stainless steel refrigerator, microwave, stove and dishwasher. The Family Room on the back has a pellet stove for those chilly winter nights. The large laundry area with cabinetry is perfect for additional storage.

    Lori Neske Coldwell Banker Realty

    3961 School St, Trappe, MD 21673
  • 912 Calvert Ave, Saint Michaels, MD 21663
    912 Calvert Ave, Saint Michaels, MD 21663
    912 Calvert Ave, Saint Michaels, MD 21663
    /11

    $219,000

    $10K PRICE DROP
    • Land
    • 10,890 Sq Ft
    • $876,000 per Acre

    912 Calvert Ave, Saint Michaels, MD 21663

    One of the few remaining building lots in the St. Michaels area. This is a prime building lot, 75' x 150', ready for someone to design and construct a new home. Public water/sewer and high-speed internet available for hookup. Calvert Avenue is a convenient address, near schools, banks, grocery stores, boat ramps and St. Michaels' many fine shops, museums and restaurants. A public waterfront park

    Tom Crouch Benson & Mangold, LLC

    912 Calvert Ave, Saint Michaels, MD 21663
  • 8186 June Way Unit 601, Easton, MD 21601
    8186 June Way Unit 601, Easton, MD 21601
    8186 June Way Unit 601, Easton, MD 21601
    /30

    $287,000

    $13K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    8186 June Way Unit 601, Easton, MD 21601

    PRICE IMPROVEMENT 5/18/26! This beautiful one level end unit townhome is conveniently located in the Waylands Community just minutes from historic downtown Easton, Maryland. Move-in ready, this property features two bedrooms and two full baths, a generous kitchen with breakfast bar, separate laundry with washer and dryer, as well as a large open living/dining room combo and foyer all with

    Janet Larson Benson & Mangold, LLC

    8186 June Way Unit 601, Easton, MD 21601
  • 0 Sailors Retreat Rd Unit MDTA2009052, Oxford, MD 21654
    0 Sailors Retreat Rd Unit MDTA2009052, Oxford, MD 21654
    0 Sailors Retreat Rd Unit MDTA2009052, Oxford, MD 21654
    /15

    $262,000

    $37K PRICE DROP
    • Land
    • 2.18 Acres
    • $120,183 per Acre

    0 Sailors Retreat Rd Unit MDTA2009052, Oxford, MD 21654

    Premium 2-acre residential lot in the very desirable Sailors Retreat neighborhood with beautiful setting. This parcel offers a high elevation (Zone X) and a 4-bedroom approved perc. Build your dream home on this last remaining lot in this beautiful neighborhood. See conceptual house plans and site plan in documents. House plans are available.

    Eugene Smith TTR Sotheby's International Realty

    0 Sailors Retreat Rd Unit MDTA2009052, Oxford, MD 21654
  • 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
  • 29292 Maple Ave, Trappe, MD 21673
    29292 Maple Ave, Trappe, MD 21673
    29292 Maple Ave, Trappe, MD 21673
    /26

    $289,900

    • 4 Beds
    • 2 Baths
    • 2,626 Sq Ft

    29292 Maple Ave, Trappe, MD 21673

    Welcome to 29292 Maple Ave. This charming home, built in 1900, offers a perfect blend of space and comfort. With 2,626 square feet, this residence features four bedrooms and two full bathrooms with one of the bedrooms at entry-level for convenience. The traditional floor plan includes a formal dining room and an extra large living room perfect for hosting gatherings. There's a fresh coat of paint

    Sarah Thompson Keller Williams Flagship

    29292 Maple Ave, Trappe, MD 21673
  • 25835 Turner Ave, Royal Oak, MD 21662
    25835 Turner Ave, Royal Oak, MD 21662
    25835 Turner Ave, Royal Oak, MD 21662
    /8

    $210,400

    $53K PRICE DROP
    • Land
    • 1.23 Acres
    • $171,057 per Acre

    25835 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

    25835 Turner Ave, Royal Oak, MD 21662
  • 29595 Dutchmans Ln Unit 4/104, Easton, MD 21601
    29595 Dutchmans Ln Unit 4/104, Easton, MD 21601
    29595 Dutchmans Ln Unit 4/104, Easton, MD 21601
    /11

    $265,000

    $15K PRICE INCREASE Coming Soon
    • 2 Beds
    • 3 Baths
    • 1,584 Sq Ft

    29595 Dutchmans Ln Unit 4/104, Easton, MD 21601

    Priced to offer built-in equity for the buyer ready to update and personalize a home to their own taste and style! The last 3-story unit with a large deck off the great room sold for $300,000 earlier this year, making this an excellent opportunity. This rare floor plan features 2 bedrooms and 3 full baths, with each bedroom having its own private bath and an additional full bath located on the

    Traci Jordan Meredith Fine Properties

    29595 Dutchmans Ln Unit 4/104, Easton, MD 21601
  • 0 Skipton Cordova Rd, Cordova, MD 21625
    0 Skipton Cordova Rd, Cordova, MD 21625
    0 Skipton Cordova Rd, Cordova, MD 21625
    /6

    $299,900

    • Land
    • 25.29 Acres
    • $11,858 per Acre

    0 Skipton Cordova Rd, Cordova, MD 21625

    Price Improvement..."Builder's Delight" - Recently approved perc for a 4 bedroom home! Introducing a rare opportunity in Talbot County this expansive 25.29-acre lot boasts immense potential for development. Nestled in a sought-after area renowned for its charm and tranquility, this property offers the ideal location for those seeking to build their dreams in a rural community setting. With the

    Myisha Walker Long & Foster Real Estate, Inc.

    0 Skipton Cordova Rd, Cordova, MD 21625
  • 29 Kensington Dr, Easton, MD 21601
    29 Kensington Dr, Easton, MD 21601
    29 Kensington Dr, Easton, MD 21601
    /35

    $219,000

    $10K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,887 Sq Ft

    29 Kensington Dr, Easton, MD 21601

    NEW ROOF BEING INSTALLED MAY 2026! This charming and well maintained 2-bedroom, 2.5-bath rancher is located in the desirable Hyde Park 55+ community. Offering 1,887 square feet of one-level living, this home features a welcoming front porch that leads into a spacious living room. The open kitchen includes ample cabinet and counter space, a pantry, and a breakfast bar that overlooks the family

    Kim Crouch Ozman Benson & Mangold, LLC

    29 Kensington Dr, Easton, MD 21601
  • 7346 Shirley Dr, Easton, MD 21601
    7346 Shirley Dr, Easton, MD 21601
    7346 Shirley Dr, Easton, MD 21601
    /37

    $279,000

    • 3 Beds
    • 1.5 Baths
    • 1,860 Sq Ft

    7346 Shirley Dr, Easton, MD 21601

    Important Georgian residence built in 1763 by Quaker Imanuel Jenkinson. House contains much original raised paneling, built-in cupboard, paneled doors, wide-board flooring etc. The house sits on a 1660s land-grant called "Edmondson's Freshes". Today the neighborhood is known as "Stoney Ridge" Seller has the brass front door lock and other useful 18th C, hardware. No restriction against moving the

    Robert G. Shannahan Shoreline Realty

    7346 Shirley Dr, Easton, MD 21601
  • 1258 Lake Michigan Unit 36949728, Trappe, MD 21673
    1258 Lake Michigan Unit 36949728, Trappe, MD 21673
    1258 Lake Michigan Unit 36949728, Trappe, MD 21673
    /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
  • 602 Hazelwood Dr, Easton, MD 21601
    602 Hazelwood Dr, Easton, MD 21601
    602 Hazelwood Dr, Easton, MD 21601
    /20

    $265,000

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

    602 Hazelwood Dr, Easton, MD 21601

    Welcome to 602 Hazelwood Drive. This ranch home offers single level convenience. The property features a functional layout with outdoor space and investment potential.This three-bedroom, two bath property sits on a cul-de-sac just minutes from Downtown Easton and Easton Marketplace Shopping Center. The private backyard features mature shade trees and two storage sheds.The screened porch

    Barbara Dayton Long & Foster Real Estate, Inc.

    602 Hazelwood Dr, Easton, MD 21601
  • 21530 Coopertown Rd, Tilghman, MD 21671
    21530 Coopertown Rd, Tilghman, MD 21671
    21530 Coopertown Rd, Tilghman, MD 21671
    /17

    $279,000

    • 3 Beds
    • 1 Bath
    • 996 Sq Ft

    21530 Coopertown Rd, Tilghman, MD 21671

    This charming Tilghman Island cottage was originally built in 1953 and thoughtfully renovated in 2020, including updated plumbing and electric. The home features durable luxury vinyl plank flooring throughout and the roof was replaced with 45-year architectural shingles for added peace of mind. The kitchen offers stainless steel appliances, space for a dining table and flows seamlessly into the

    Kim Crouch Ozman Benson & Mangold, LLC

    21530 Coopertown Rd, Tilghman, MD 21671
  • 313 N Aurora St, Easton, MD 21601
    313 N Aurora St, Easton, MD 21601
    /2

    $210,500

    • Land
    • 14,810 Sq Ft
    • $619,118 per Acre

    313 N Aurora St, Easton, MD 21601

    Redevelopment opportunity. Unique zoning of CB district allows for residential or commercial uses - such as offices , retail, etc. Buildings on site are likely tear downs, garage will be demolished in May. Build a mixed use building, or duplex, office with apartment , and more. New "boundry" and elvations survey recently completed - willing to offer to buyer at discount.

    Larry Peseski Coldwell Banker Commercial CBH

    313 N Aurora St, Easton, MD 21601
  • 0 Hope Cir, Easton, MD 21601
    0 Hope Cir, Easton, MD 21601
    0 Hope Cir, Easton, MD 21601
    /4

    $299,900

    $100K PRICE DROP
    • Land
    • 9,583 Sq Ft
    • $1,363,182 per Acre

    0 Hope Cir, Easton, MD 21601

    A rare opportunity for one of the last lots in Easton's most sought after community. Cookes Hope offers many amenities including tennis court, walking/jogging path, ponds, dog park, fitness center, marina and kayak launch.

    Chuck Mangold Benson & Mangold, LLC

    0 Hope Cir, Easton, MD 21601
  • 0 Deepwater Point Dr, Saint Michaels, MD 21663
    0 Deepwater Point Dr, Saint Michaels, MD 21663
    0 Deepwater Point Dr, Saint Michaels, MD 21663
    /41

    $249,000

    • Land
    • 1.12 Acres
    • $222,321 per Acre

    0 Deepwater Point Dr, Saint Michaels, MD 21663

    ONE OF THE LAST LOTS IN MARTINGHAM ON DEEP WATER POINT DRIVE. LOCATED VERY CLOSE TO THE COMMUNITY WATERFRONT PARK WITH GAZEBO AND CHAIRS FOR PICKNICKS OR JUST RELAXING IN THE BREEZE WATCHING THE BOATS GO BY ; DROP YOUR KAYAK OR ENJOY THE SUNSETS, WALK OR BIKE THERE. THIS LOT IS CLEANED, HAS A BEAUTIFUL ENTRANCE , WATER METER, AND IS READY FOR YOU TO BUILT YOUR MAIN RESIDENCE OR WEEKEND GET AWAY.

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    0 Deepwater Point Dr, Saint Michaels, MD 21663
  • 13 Sycamore Ave, Easton, MD 21601
    13 Sycamore Ave, Easton, MD 21601
    13 Sycamore Ave, Easton, MD 21601
    /14

    $249,900

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    13 Sycamore Ave, Easton, MD 21601

    Discover this charming 3-bedroom, 1-bathroom ranch-style home, nestled in a vibrant community that offers a perfect blend of convenience and comfort. Built in 1951, this detached residence features a cozy fireplace, ideal for creating warm memories. With 1,440 sq. ft. of living space, the home provides ample room for relaxation and entertaining. The neighborhood boasts excellent public services,

    Lisa Whited Keller Williams Realty

    13 Sycamore Ave, Easton, MD 21601
  • 22314 Pot Pie Rd, Wittman, MD 21676
    22314 Pot Pie Rd, Wittman, MD 21676
    22314 Pot Pie Rd, Wittman, MD 21676
    /14

    $295,000

    • 3 Beds
    • 2 Baths
    • 3,924 Sq Ft

    22314 Pot Pie Rd, Wittman, MD 21676

    Rental Opportunity in Wittman, MD Positioned in the desirable community of Wittman, this 3 bedroom, 2 bath home situated on 0.84± commercially zoned acreage and premier road frontage presents a compelling opportunity for investors seeking potential rental income in Talbot County. The property offers comfortable living space, a rural Eastern Shore setting, and proximity to key employment,

    Shawn Moore Meredith Fine Properties

    22314 Pot Pie Rd, Wittman, MD 21676
Maryland Talbot County

Real Estate & Homes in Talbot County, MD under $300,000

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