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Homes for Sale near Colonel Richardson Middle School

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  • /10

    $32,000

    • Land
    • 1 Acre
    • $32,000 per Acre

    3 Bridges Rd, Federalsburg, MD 21632

    Discover 1 acre of vacant land for sale in peaceful Caroline County, Maryland. Located in Federalsburg, this wooded property offers 110 ft of road frontage along 3 Bridges Rd. The terrain is flat and tree-covered, providing the perfect canvas for a small homestead, garden, or recreational getaway.Property Highlights Size: 1 acre of wooded, undeveloped land Access: 110 ft of road

    Community Lands

    3 Bridges Rd, Federalsburg, MD 21632
  • /43

    $245,000

    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft

    207 Bloomingdale Ave, Federalsburg, MD 21632

    Discover this inviting 2-bedroom, 1-bath home on a 0.27-acre lot in the heart of Federalsburg. Enter to a spacious living room filled with natural light and a cozy fireplace, perfect for relaxing or entertaining. Adjacent, the family room features stunning wood-paneled walls, built-in shelving, a second fireplace, and access to both the outdoors and the kitchen and dining areas, creating a

    Dustin Parker The Parker Group

    207 Bloomingdale Ave, Federalsburg, MD 21632
  • /57

    $549,000

    • 4 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    7837 Shore Dr, Preston, MD 21655

    Two Johns – Charming Home in a Sought-After Waterfront CommunityNestled between Preston and Denton in the desirable Two Johns subdivision, this beautifully maintained 4-bedroom, 2.5-bath home offers a rare blend of comfort, style, and location. Just a few houses away from the public boat landing, residents enjoy easy water access for boating, kayaking, or fishing. Take in serene water

    Eddie Matthews Benson & Mangold, LLC

    7837 Shore Dr, Preston, MD 21655
  • /39

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,932 Sq Ft

    7844 Shore Dr, Preston, MD 21655

    Enjoy the waterfront lifestyle with this one floor gem perched up on the banks of the Choptank River just 10 minutes from historic Denton. Relaxation and a connection with nature are easily achieved inside and outside of the home. Outdoor living areas are abundant with a private screened-in gazebo to sit back and enjoy the wildlife, winter deck to catch some rays, and a back patio with Choptank

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    7844 Shore Dr, Preston, MD 21655
  • /43

    $329,500

    • 3 Beds
    • 2 Baths
    • 1,240 Sq Ft

    113 Lednum Ave, Preston, MD 21655

    Welcome to 113 Lednum Avenue in Preston, MD. This charming home is full of curb appeal, from the welcoming front porch to the beautifully manicured yard. Offering the best of both worlds- it provides the convenience of an in-town location with the serene backdrop of open farmland views. Inside you'll find 3 spacious bedrooms and 2 full baths, all meticulously maintained. The thoughtful

    Chris Rosendale CR Realty

    113 Lednum Ave, Preston, MD 21655
  • /6

    $279,000

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft

    2697 Choptank Main St, Preston, MD 21655

    Charming Renovated Home in Choptank, Preston MD Situated on a large double lot with mature landscaping. Don’t miss this beautifully renovated 2-bedroom, 2-bath home located in the quaint and peaceful community of Choptank. Every inch of this home has been thoughtfully updated from top to bottom, blending modern finishes with classic Eastern Shore charm.Currently tenant-occupied and

    Darlene Wheatley Benson & Mangold, LLC

    2697 Choptank Main St, Preston, MD 21655
  • /25

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    2828 Guard Rd, Federalsburg, MD 21632

    Welcome to 2828 Guard Rd in beautiful Federalsburg! If you are looking for peace and serenity and you like to stargaze this property is for you. With the convenience of being within 45 minutes to the eastern shore beaches and parks, 2828 Guard rd offers 1.4 acres of beautiful land surrounded by fields. As you enter the home you will be greeted with open living dining and kitchen . The large

    Alicia Guinn RE/MAX Executive

    2828 Guard Rd, Federalsburg, MD 21632
  • /28

    $314,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    113 Chambers St, Preston, MD 21655

    Welcome to the quiet quaint town of Preston, MD, just outside of Easton and a short drive to the Famous Suicide Bridge Restaurant! This will not last long! Schedule your showing today!This 3 bedroom two bathroom rancher sits on .42 acres that is fenced in! Rear deck, large detached garage that is temperature controlled, plumbing, electric and plenty of space to park your car and still

    Amy Betts Coldwell Banker Realty

    113 Chambers St, Preston, MD 21655
  • /34

    $265,000

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    158 Wright St, Preston, MD 21655

    Step back in time with this charming 3-bedroom, 2-bathroom home built in 1890, located in the heart of Preston. Full of character and original details, this home offers a unique opportunity to restore and customize a piece of local history. The inviting living room features a cozy fireplace, perfect for relaxing evenings. A large laundry room and a separate den/office provide flexibility and

    Wes Russum Coldwell Banker Chesapeake Real Estate Company

    158 Wright St, Preston, MD 21655
  • /37

    $369,000

    • 2 Beds
    • 1 Bath
    • 1,234 Sq Ft

    6238 Bethlehem Rd, Preston, MD 21655

    Endless Possibilities Await!Discover the perfect blend of residential comfort and commercial potential with this unique property on .75 acres, ideally located between Easton and DentonThe 2 Bedroom/1Bathroom home offers a charming layout featuring a living room, dining room, family room, office, breakfast nook, and a screened in porch for relaxing evenings.On the commercial

    Amy Betts Coldwell Banker Realty

    6238 Bethlehem Rd, Preston, MD 21655
  • /10

    $275,000

    • 3 Beds
    • 2 Baths
    • 2,128 Sq Ft

    21245 Tanyard Rd, Preston, MD 21655

    Charming Country Living with Room to Make It Your Own!Welcome to 21245 Tanyard Road, a spacious rancher with 3 bedrooms and 2 full baths nestled on a peaceful 0.62-acre lot in Preston. Built in 1987, this single-level home offers a solid foundation and a functional layout, ready for your personal touch and updates.Whether you're looking for a primary residence or an investment

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    21245 Tanyard Rd, Preston, MD 21655
  • /32

    $289,000

    • 3 Beds
    • 1 Bath
    • 1,392 Sq Ft

    6101 Bethlehem Rd, Preston, MD 21655

    Charming 3-bedroom, 1-bathroom mobile home on 1.37 acres with plenty of room to grow! This well-maintained, one-family-owned property boasts numerous recent upgrades, including a new roof (2024), hot water heater (2023), new appliances and countertops (2024), fresh paint (2024), new fencing (2024), and a brand-new septic system. The oversized 2-car garage provides ample storage or workspace.

    Katie Moore Coldwell Banker Chesapeake Real Estate Company

    6101 Bethlehem Rd, Preston, MD 21655
  • /56

    $336,500 Open Sat 11AM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 2,504 Sq Ft

    135 Kerney St, Federalsburg, MD 21632

    Welcome to this well-maintained home that exudes pride in ownership with just over 2500 square feet of living space. This home boasts upgrades throughout. The kitchen features Granite countertops, stainless steel appliances large island, and a spacious pantry. Large dining room or convert to another living area. Well-appointed bedrooms and a primary with ex large walk-in closet and bathroom. As

    Roger Boyce Chesapeake Real Estate Associates, LLC

    135 Kerney St, Federalsburg, MD 21632
  • /51

    $549,000

    • 3 Beds
    • 3.5 Baths
    • 2,667 Sq Ft

    22408 Hog Creek Rd, Preston, MD 21655

    NEW PRICE! Two Tranquil Country Acres with No Restrictions, backs to open farmland. Deep Back Yard includes an above ground pool with a deck for your summer enjoyment, large vinyl fenced area for pets and kids, more fenced area for farm animals (pets) and includes a shooting mound should that be of interest. This lovely home Boasts 2,667 Sq. Ft. of Family Space with new LVP flooring though out

    James Bent Benson & Mangold, LLC

    22408 Hog Creek Rd, Preston, MD 21655
  • /28

    $489,900

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

    2570 Guard Rd, Federalsburg, MD 21632

    Charming 3-bedroom, 2-bath home situated on an expansive 8.75+/- partially cleared lot. The floor plan features main level living with a spacious primary suite including a large walk in shower and walk in closet, open concept living room and kitchen, separate laundry room, and a large unfinished bonus space upstairs. Additional features include a rear deck, fenced backyard, storage shed, and

    DARLENE Hall Keller Williams Realty

    2570 Guard Rd, Federalsburg, MD 21632
  • /70

    $380,000

    • 4 Beds
    • 2 Baths
    • 2,114 Sq Ft

    3871 Laurel Grove Rd, Federalsburg, MD 21632

    Great Opportunity to own a Farm! 20 Acres plus Pole building to store your farm equipment, 2-car garage with a recreation room on the second floor. Great for hunting and fishing or to admire the wildlife.In-ground swimming pool with private fencing. Four season room, separate dining room, breakfast nook,Pellet stove, Fireplace with gas insert.This 1890 home needs some TLC.Call to

    Dawn Shorter McClain-Williamson Realty, LLC

    3871 Laurel Grove Rd, Federalsburg, MD 21632
  • /5

    $307,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    3376 Jefferson Pond Rd, Federalsburg, MD 21632

    This beautifully crafted 3 bedroom, 2 bathroom home offers modern living in a sought-after community with a low annual HOA fee of just $200. Step inside to find luxury vinyl plank flooring throughout the main living areas, a spacious open-concept layout, and a stunning kitchen featuring granite countertops, stainless steel appliances, and plenty of cabinet space. Enjoy peace of mind with a

    Amy Herr Keller Williams Realty

    3376 Jefferson Pond Rd, Federalsburg, MD 21632
  • /2

    $329,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    21090 Marsh Creek Rd, Preston, MD 21655

    Amazing opportunity for a 1st time buyer or investor. The home is currently being renovated to include new kitchen cabinets, appliances, flooring, new windows and painting. The roof was replaced in 2024.

    Eddie Matthews Benson & Mangold, LLC

    21090 Marsh Creek Rd, Preston, MD 21655
  • /2

    $329,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    21084 Marsh Creek Rd, Preston, MD 21655

    Amazing opportunity for a 1st time buyer or investor. The home is currently being renovated to include new kitchen cabinets, appliances, flooring, new windows and painting. The roof was replaced in 2024.

    Eddie Matthews Benson & Mangold, LLC

    21084 Marsh Creek Rd, Preston, MD 21655
  • /2

    $20,000

    • Land
    • 0.7 Acre
    • $28,571 per Acre

    Parcel 210 Dover Bridge Rd, Preston, MD 21655

    Unimproved lot on Dover Bridge Rd. No perc on the property currently. Close to Easton and Preston. Partially cleared, seller offering to clear remaining tree stumps.

    Katie Stecklair Cross Street Realtors LLC

    Parcel 210 Dover Bridge Rd, Preston, MD 21655
  • /5

    $199,000

    • Land
    • 6.45 Acres
    • $30,853 per Acre

    Lot 1 Dover Bridge Rd, Preston, MD 21655

    The perfect setting for your dream home on this 6.446-acre perc-approved buildable lot, ideally located between Preston and Easton. Offering both space and convenience, this property combines the tranquility of country living with easy access to nearby towns, shopping, dining, and commuter routes. With plenty of room for your vision—whether that’s a custom residence, hobby farm, or private

    Alicia Gannon Dulin Benson & Mangold, LLC

    Lot 1 Dover Bridge Rd, Preston, MD 21655
  • /44

    $225,000

    • 4 Beds
    • 2 Baths
    • 2,884 Sq Ft

    148 Main St, Preston, MD 21655

    Welcome to this timeless 1880 Federal style House, where historic charm meets thoughtful modern updates. Situated on a serene and spacious lot dotted with beautiful mature fruit trees, this 4 bedroom, 2 bath home offers approximately 2800 sq ft of character-filled space. Many renovations have already been completed- preserving original architectural details while adding essential modern

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    148 Main St, Preston, MD 21655
  • /18

    $99,000

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

    215 Academy Ave, Federalsburg, MD 21632

    This property offers an exceptional chance for a BRRRR investment, fix and flip opportunities or a DIY restoration project. Recent improvements, including partial window replacements and a newer roof, set the stage for a transformative renovation. The property features two bedrooms on the second floor, a bonus room, two bathrooms, a flex room, an enclosed front porch, large driveway and a fairly

    Nora Turner Long & Foster Real Estate, Inc.

    215 Academy Ave, Federalsburg, MD 21632
  • /17

    $65,000

    • 3 Beds
    • 2 Baths
    • 1,116 Sq Ft

    21182 Marsh Creek Rd, Preston, MD 21655

    Move-In Ready 3BR/2BA Home in Dover Bridge Park – Built in 2020!Looking for a comfy, modern place to call home? Check out this 3 bedroom, 2 bath mobile home in Dover Bridge Park—just built in 2020 and ready for you to move right in!You’ll love the open floor plan that connects the kitchen, dining, and living room—great for hanging out or hosting friends. The home features luxury

    Toni McDowell Keller Williams Select Realtors of Annapolis

    21182 Marsh Creek Rd, Preston, MD 21655
  • /9

    $269,900

    • 3 Beds
    • 1.5 Baths
    • 1,584 Sq Ft

    3406 Rose St, Federalsburg, MD 21632

    Totally renovated doublewide. beautiful tile work,large kitchen. new foundation, electric, cacNew dry wall, flooring, roof, welland septic. New concrete pad in rear yard ready for new shed

    Barbara Nichols Results Realty Inc.

    3406 Rose St, Federalsburg, MD 21632
  • /89

    $2,995,000

    • 4 Beds
    • 4.5 Baths
    • 6,520 Sq Ft

    28219 Bridgeville Rd, Federalsburg, MD 21632

    Welcome to a rare opportunity to own a premier 105+/- acre agricultural estate combining modern comfort, income-producing farmland, and outstanding infrastructure. Ideally situated in a peaceful rural setting, this remarkable property features approximately 70± acres of fully irrigated, tillable land—perfect for high-yield row crops or specialty farming. At the heart of the farm sits a stunning

    Jim Corson Benson & Mangold, LLC

    28219 Bridgeville Rd, Federalsburg, MD 21632
  • /4

    $24,500

    • 2 Beds
    • 1 Bath
    • 1,024 Sq Ft

    204 Academy Ave, Federalsburg, MD 21632

    Investor special! This property is being sold AS-IS and is priced for land value or a full renovation. The existing structure requires extensive repairs or complete tear-down—ideal for experienced builders, contractors, or savvy investors looking for a project. Buyer to verify zoning, permits, potential use. Buyer Broker/Agent and/or Buyer must do their own due diligence to verify if the existing

    Mike Dunn Keller Williams Realty Delmarva

    204 Academy Ave, Federalsburg, MD 21632
  • /22

    $540,000

    • Land
    • 63.16 Acres
    • $8,550 per Acre

    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655

    63 Acre parcel located on Dover Bridge Road, just 4 miles to Preston and 7.5 miles to Easton. The property is perc-approved for residential use and there is a forestry management plan attached in the documents section explaining that 58 acres was timbered in 2008 and reforested with Loblolly Pine in 2009 with several acres around the perimeter remaining in hardwoods. The interior of the parcel

    Coard Benson Benson & Mangold, LLC

    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655
  • /28

    $180,000

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    213 W Central Ave, Federalsburg, MD 21632

    Large Lot! Must See if you are looking for a bit of privacy with in-Town living and a VERY Large Shop; insulated steel building with electric and 2 bays behind the house (separate meter). Great for small business owner shop or hobbyist. Cottage style home, 2 bedrooms, 1 bath, Open Floor plan to living room. Close to waterfront for fishing or access to the Trail. Whether its your first home,

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    213 W Central Ave, Federalsburg, MD 21632
  • /70

    $380,000

    • 4 Beds
    • 2 Baths
    • 2,114 Sq Ft

    3871 Laurel Grove Rd, Federalsburg, MD 21632

    Great Opportunity to own a Farm! 20 Acres plus Pole building to store your farm equipment, 2-car garage with a recreation room on the second floor. Great for hunting and fishing or to admire the wildlife.In-ground swimming pool with private fencing. Four season room, separate dining room, breakfast nook,Pellet stove, Fireplace with gas insert.This 1890 home needs some TLC.Call to

    Dawn Shorter McClain-Williamson Realty, LLC

    3871 Laurel Grove Rd, Federalsburg, MD 21632
  • /35

    $384,900

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft

    22403 Marsh Creek Rd, Preston, MD 21655

    Custom Brick rancher, close to town on large lot. Open floor plan, spacious kitchen, stainless steel appliances, large island. 3 bedrooms, 2 baths, sunroom overlooking yard. New Well and septic being installed. Upgrades include new windows, CAC, new roof new electric service and plumbing

    Barbara Nichols Results Realty Inc.

    22403 Marsh Creek Rd, Preston, MD 21655
  • /2

    $49,900

    • Land
    • 1.92 Acres
    • $25,990 per Acre

    5735 Reliance Rd, Rhodesdale, MD 21659

    Wooded country lot waiting to be your next home site.

    Sean Steward Century 21 Home Team Realty

    5735 Reliance Rd, Rhodesdale, MD 21659
  • /18

    $114,000

    • 2,168 Sq Ft

    28035 Possum Hill Rd, Federalsburg, MD 21632

    Prime Half-Acre Lot Near Smithville Lake – Cleared, with Well and Oversized Garage BayThis unique 0.48-acre property on Possum Hill Rd is ideally situated less than a mile west of the Maryland-Delaware state line, offering a rare combination of open space, infrastructure, and development potential.Property Highlights:Cleared Lot with Existing Well – The land has already been cleared

    Sam Benkirane Proplocate Realty, LLC

    28035 Possum Hill Rd, Federalsburg, MD 21632
  • /3

    $25,000

    • 728 Sq Ft

    23547 Jonestown Ln, Preston, MD 21655

    Build your dream home on this available lot in Preston, Md. Old home on property - either tear down or restore. Buyer to complete due diligence with County

    Dalton Adshead Keller Williams Select Realtors of Cambridge

    23547 Jonestown Ln, Preston, MD 21655
  • /2

    $465,000

    • 3 Beds
    • 2 Baths
    • 2,228 Sq Ft

    4631 Everlea Ct, Preston, MD 21655

    First floor living! Beautifully maintained three bedroom, two bathroom home on over two acres. Extra large living room, with a gas stove (looks like a wood stove). Large primary bedroom with attached bathroom, two bedrooms with a shared bathroom in the hallway. Attached one car garage with an additional large outbuilding 24 x 36.

    Elizabeth Tryon Meredith Fine Properties

    4631 Everlea Ct, Preston, MD 21655
  • /2

    $149,000

    • 6 Beds
    • 2 Baths
    • 2,400 Sq Ft

    321 S Main St, Federalsburg, MD 21632

    tenant occupied duplex rented for 1600/ month. agent is owner

    Bo Claggett Coldwell Banker Realty

    321 S Main St, Federalsburg, MD 21632
  • /10

    $50,000

    • Land
    • 0.24 Acre
    • $208,333 per Acre

    0 Brooklyn Ave, Federalsburg, MD 21632

    Taylor McCartney VRA Realty

    0 Brooklyn Ave, Federalsburg, MD 21632
  • /4

    $92,000

    • Land
    • 0.33 Acre
    • $278,788 per Acre

    162 Main St, Preston, MD 21655

    Anne Schmidt Long & Foster Real Estate, Inc.

    162 Main St, Preston, MD 21655
  • /2

    $79,000

    • Land
    • 2.11 Acres
    • $37,441 per Acre

    lot 6 Harmony Woods Dr, Preston, MD 21655

    Barbara Nichols Results Realty Inc.

    lot 6 Harmony Woods Dr, Preston, MD 21655
  • /28

    $219,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,365 Sq Ft

    100 Riverwalk Terrace, Federalsburg, MD 21632

    Final townhome opportunity at Riverwalk Terrace! Come explore this enchanting model home, ready for its new owners, located at 100 Riverwalk Terrace in the Riverwalk Terrace community of Federalsburg, MD! This two-story Jefferson is an open-concept end-of-unit townhome with three bedrooms, two and a half bathrooms, custom paint, and on-street parking. The first floor is spacious with a large,

    Builder Photo

    D.R. Horton

    Builder

    100 Riverwalk Terrace, Federalsburg, MD 21632

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