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Homes for Sale near Colonel Richardson High School

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  • /10

    $32,000

    • Land
    • 1.00 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
  • /66

    $484,999

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

    2570 Guard Rd, Federalsburg, MD 21632

    Welcome to this 3-bedroom, 2-bathroom home nestled on more than Eight acres of land, offering the perfect blend of comfort, space, and opportunity. The main level features a practical layout with three bedrooms, two full baths, and a warm, inviting living space. Upstairs, you’ll find an unfinished second story, a blank slate ideal for adding extra bedrooms, a bonus room, or a private retreat

    Thomas Burdett Keller Williams Realty

    2570 Guard Rd, Federalsburg, MD 21632
  • /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 Open Sat 11AM - 1PM

    • 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

    $299,900

    • 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
  • /64

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 2,060 Sq Ft

    6074 Newton Rd, Preston, MD 21655

    Welcome to 6074 Newton Road Preston, MD - Winding gravel drive invites you to 5.82 acres, a Nature Lover's Paradise of woods and open spaces on Crowberry Creek just off the Choptank River. Enjoy the stone walkway heading to the front door and enter the foyer of this 2,060 Sq. Ft Home. Enjoy as you walk past a more formal living area, past the totally updated Country Kitchen and into the

    James Bent Benson & Mangold, LLC

    6074 Newton Rd, Preston, MD 21655
  • /56

    $336,500 Open House 9/13

    • 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
  • /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
  • /43

    $329,500 Coming Soon

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

    113 Lednum Ave, Preston, MD 21655

    Chris Rosendale CR Realty

    113 Lednum Ave, Preston, MD 21655
  • /2

    $20,000

    • Land
    • 0.70 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.

    Katie Stecklair Cross Street Realtors LLC

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

    $199,000

    • Land
    • 6 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
  • /13

    $350,000

    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft

    4516 Frazier Neck Rd, Preston, MD 21655

    Property OverviewNestled in the rural heart of Caroline County, this 40± acre farmette offers the perfect blend of agricultural ground, wooded acreage, and a modest country home—all just minutes from Preston and the Choptank River. Whether you're seeking a recreational retreat, a starter farm, or a homestead to build on, Frazier Neck Farmette delivers natural beauty, income potential, and

    Benjamin Alder The Land Group

    4516 Frazier Neck 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

    $35,000

    • 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 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
  • /20

    $70,000

    • 3 Beds
    • 1 Bath
    • 768 Sq Ft

    25035 Auction Rd, Denton, MD 21629

    Little rough and sold AS-IS. Near chicken houses. Inspections welcome at buyers expense. I don't want to say shed or garage is tear down because enterprising individual may 'Repair' without permits. The electric is still on but suggest day time showings. Make an offer!

    Michael Shipley Benson & Mangold, LLC.

    25035 Auction Rd, Denton, MD 21629
  • /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

    $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

    $209,990 New Construction

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

    116 Julie Ln, Federalsburg, MD 21632

    Welcome to 116 Julie Lane, a new home in the welcoming Riverwalk Terrace community of Federalsburg, MD. The Jefferson is an open-concept 1,365 square foot two-story end-of-unit townhome with three bedrooms, two and a half bathrooms and on-street parking. The first floor is spacious with a large, thoughtfully designed kitchen with ample white cabinet space, granite countertops, stainless steel

    Builder Photo

    D.R. Horton

    Builder

    116 Julie Ln, Federalsburg, MD 21632
  • /28

    $214,990 New Construction

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

    153 Riverwalk Terrace, Federalsburg, MD 21632

    Explore 153 Riverwalk Terrace, a new home in the welcoming Riverwalk Terrace community of Federalsburg, MD. The Jefferson is an open-concept 1,365 square foot two-story end-of-unit townhome with three bedrooms, two and a half bathrooms, and on-street parking. The first floor is spacious with a large, thoughtfully designed kitchen with ample white cabinet space, granite countertops, stainless

    Builder Photo

    D.R. Horton

    Builder

    153 Riverwalk Terrace, Federalsburg, MD 21632
  • /28

    $233,990 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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