42

Homes for Sale near Colonel Richardson High School

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  • /30

    $439,000

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

    4808 Frazier Neck Rd, Preston, MD 21655

    Owner relocated & says sell. Home Warranty Included. Escape to country living on this 9+ acre mini farm with updated 3/4BR home, 4-5 acres cleared & the rest wooded just a few miles from Easton, hospitals, shopping, doctors, boat ramps/river, airport and parks but in beautiful private setting. Low AG taxes as local farmer has been planting the front field. Bring the animals, 4 wheelers, home

    Agent Photo

    Brenda Fornos

    Taylor Properties

    (667) 326-9080

    4808 Frazier Neck Rd, Preston, MD 21655
  • /44

    $370,000

    • 3 Beds
    • 2 Baths
    • 1,476 Sq Ft

    3590 Choptank Rd, Preston, MD 21655

    The ULTIMATE DREAM HOME ALERT! Are you tired of feeling like you're stuck in a never-ending cycle of home repairs and renovations? Well, buckle up, friend, because this stunning three-bedroom, two-bath rancher is about to become your happy place!Imagine waking up every morning in a beautiful, meticulously cared-for home, surrounded by lush greenery on a half-acre lot that's just begging

    Agent Photo

    Dawn O'Day

    Samson Properties

    (410) 291-1022

    3590 Choptank Rd, Preston, MD 21655
  • /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
  • /51

    Call for Price

    • Land
    • 58 Acres

    4218 Harmony Rd, Preston, MD 21655

    US Treasury Dept. Online Auction - Friday July 25, 2025 - 4218 Harmony Rd., Preston MD 21655 (includes 4228 & 4208 Harmony Rd). Estate property with 8 bedrooms, 8.8 baths, foyer with double staircase, kitchen with butler's pantry, dining room, living room, 2 offices, family room, indoor grill room, 2nd floor family room, 4 fireplaces, gym, laundry room, and attached 3-car and 4-car garages. Over

    Nancy Robbins

    4218 Harmony Rd, Preston, MD 21655
  • /19

    $625,000

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

    6074 Newton Rd, Preston, MD 21655

    Welome to 6074 Newton Road Preston, MD - Winding gravel drive brings you to 5.82 acres of woods and open spaces on Crowberry Creek just off the Choptank River. Enjoy the walkway 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 addition of a large Family and Dining area. Just

    James Bent Benson & Mangold, LLC

    6074 Newton Rd, Preston, MD 21655
  • /36

    $339,000

    • 3 Beds
    • 3 Baths
    • 2,016 Sq Ft

    6315 Harmony Rd, Preston, MD 21655

    This spacious Cape Cod is nestled on a half-acre lot offering expansive views of farmland and conveniently located between Easton and Denton. Built in 1994, this home offers over 2,000sqft of living space with 3 bedrooms and 3 full baths. The main level features a comfortable living room that flows into the dining area and a generously sized kitchen with ample cabinet and counter space plus

    Kim Crouch Ozman Benson & Mangold, LLC

    6315 Harmony Rd, Preston, MD 21655
  • /81

    $314,900

    • 3 Beds
    • 2.5 Baths
    • 1,520 Sq Ft

    3995 American Corner Rd, Federalsburg, MD 21632

    Freshly redone and updated 1890 farmhouse with 3 bedroom, 2.5 baths. Spacious kitchen with new stainless appliances. First floor primary bedroom with walk-in closet and private bath.This house is ready for you to move in and make it your own with your furniture and decorations. There is a large screened room on the back of the house to enjoy the outdoors and have room for your crab feasts or

    Earl Sheats Long & Foster Real Estate, Inc.

    3995 American Corner Rd, Federalsburg, MD 21632
  • /56

    $365,000

    • 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
  • /34

    $335,000

    • 3 Beds
    • 1 Bath
    • 1,058 Sq Ft

    22329 Tanyard Rd, Preston, MD 21655

    Tucked away on 2.75 serene, wooded acres—yet less than 15 minutes to downtown Easton—this 3-bed, 1-bath beautiful rancher is pure Eastern-Shore magic. Follow the tree-lined drive and arrive at a home wrapped in towering oaks and whispering pines, where songbirds outnumber passing cars. Inside, gleaming hardwood floors run wall-to-wall, the living room anchors the layout with a cozy wood-burning

    Laura Anderson Coldwell Banker Realty

    22329 Tanyard Rd, Preston, MD 21655
  • /51

    $589,900

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

    22408 Hog Creek Rd, Preston, MD 21655

    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 the main

    James Bent Benson & Mangold, LLC

    22408 Hog Creek Rd, Preston, MD 21655
  • /83

    $995,500

    • 4 Beds
    • 3 Baths
    • 2,119 Sq Ft

    23274 Holly Park Dr, Preston, MD 21655

    Experience Waterfront Living Like Never Before on the Choptank River! Welcome to “One Sweet World", where breathtaking sunsets and expansive sky views await you just 50 feet from the river’s edge. This extraordinary waterfront retreat features a beautifully designed 2-bedroom, 2-bathroom main house, complemented by a cozy 2-bedroom, 1-bathroom guest house and a separate guest room/tackle room

    Rick Parreco RE/MAX Executive

    23274 Holly Park Dr, Preston, MD 21655
  • /56

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft

    4972 Preston Rd, Federalsburg, MD 21632

    Welcome home to this beautifully renovated Cape Cod style 3-bedroom, 2-bathroom gem on 0.96 acres. This home has been thoughtfully updated with modern features while maintaining its cozy charm. Step inside to find brand-new LVP flooring, complemented by fresh lighting fixtures that brighten the space. The upgraded kitchen features new cabinetry, quartz countertops, a kitchen island, and new

    Jon Fleming Weichert Realtors - Blue Ribbon

    4972 Preston Rd, Federalsburg, MD 21632
  • /70

    $450,000

    • 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 schedule your

    Dawn Shorter McClain-Williamson Realty, LLC

    3871 Laurel Grove Rd, Federalsburg, MD 21632
  • /70

    $450,000

    • 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 schedule your

    Dawn Shorter McClain-Williamson Realty, LLC

    3871 Laurel Grove Rd, Federalsburg, MD 21632
  • /29

    $289,900

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

    207 Bloomingdale Ave, Federalsburg, MD 21632

    Welcome to 207 Bloomingdale Ave, nestled in the picturesque town of Federalsburg....Character, Charm & Good Bones!!! Perfect for someone who doesn't mind a little sweat equity!! With a fresh coat of paint, new countertops, new flooring and some added finishing touches this home will shine again!! This all brick spacious home features 3 bedrooms, 2 baths, dedicated light filled living room with

    Karen Clark Clark & Co Realty, LLC

    207 Bloomingdale Ave, 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
  • /5

    $310,000 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 RE/MAX Advantage Realty

    3376 Jefferson Pond Rd, Federalsburg, MD 21632
  • /24

    $399,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,785 Sq Ft

    28205 Christine Quan Rd, Seaford, DE 19973

    Builder is offering $12,000.00 flex cash! Red Tag Event washer/dryer and blinds throughout 1st floor!.*** This new construction home is complete and Move In Ready! Welcome to 28205 Christine Quan Rd., part of Kew Gardens, a secluded community with large 3/4 acre home sites, by Caruso Homes. The "Honor" floor plan welcomes you with a covered entry/porch area and a 2-car garage. The U-shaped

    Lisa Whited Keller Williams Realty

    28205 Christine Quan Rd, Seaford, DE 19973
  • /2

    $385,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    106 Lednum Ave, Preston, MD 21655

    Eric Haro The Parker Group

    106 Lednum Ave, Preston, MD 21655
  • /87

    $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
  • /5

    $247,000

    • 2 Beds
    • 1.5 Baths
    • 1,458 Sq Ft

    116 Maple Ave, Preston, MD 21655

    Small town location and close to SO many amenities - enjoy the best of both worlds! Great location in town and just around the corner from stores, restaurants, elementary school and more. Water access isn't too far away (about 5 minutes, if that!). The seller has done many updates since purchasing 3 years ago -- all new appliances, windows, front door, landscaping, refreshed painting throughout

    Mary Haddaway Benson & Mangold, LLC

    116 Maple Ave, Preston, MD 21655
  • /3

    $30,000

    • Land
    • 0.50 Acre
    • $60,000 per Acre

    0 Gadow Rd, 4, Preston, MD 21655

    Tucked away in the heart of Caroline County, this -acre parcel of raw land in Preston, Maryland offers an affordable opportunity to create your perfect escape or future investment. Whether you're dreaming of a peaceful rural retreat, a new build, or simply a spot to call your own, this lot is a blank canvas full of potential. Why Preston? Living in Preston means enjoying a small-town, rural

    Lisa Longest Realty Navigator

    0 Gadow Rd, 4, Preston, MD 21655
  • /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
  • /4

    $85,000

    • Land
    • 2.00 Acres
    • $42,500 per Acre

    Lot 1 Clark Canning House Rd, Federalsburg, MD 21632

    Enjoy the country life! Very nice 2-acre lot. Per approved for a septic system. Just minutes from the town of Federalsburg. No deed of covenants or restrictions.

    Mickey Hayward Sunset Properties

    Lot 1 Clark Canning House Rd, Federalsburg, MD 21632
  • /3

    $85,000

    • Land
    • 2.00 Acres
    • $42,500 per Acre

    Lot 3 Clark Canning House Rd, Federalsburg, MD 21632

    2-Acre Perc Approved Lot! Enjoy country living! Just minutes from the town of Federalsburg. No deeds of covenants or restrictions.

    Mickey Hayward Sunset Properties

    Lot 3 Clark Canning House Rd, Federalsburg, MD 21632
  • /27

    $150,000

    • 2 Beds
    • 1 Bath
    • 480 Sq Ft

    103 Smith St, Federalsburg, MD 21632

    Small town living at it's best, walk across street to Marshy Hope River, fishing canoeing, boat ramp and parkCome home to a completely remolded house, small but cozy, 2BR 1BA, all new appliances, electric, roof, gourmet kitchen

    Barbara Nichols Results Realty Inc.

    103 Smith St, Federalsburg, MD 21632
  • /3

    $30,000

    • Land
    • 0.28 Acre
    • $107,143 per Acre

    202 Brooklyn Ave, Federalsburg, MD 21632

    Reduced from $40,000 to $30,000.

    Barton Johnson/not int Marshy Hope Realty LLC

    202 Brooklyn 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
  • /11

    $65,000

    • 3 Beds
    • 2 Baths
    • 975 Sq Ft

    21182 Marsh Creek Rd, Preston, MD 21655

    Well Maintained 3 bedroom 2 full bath mobile Home in Dover Bridge Park. Conveniently located on a corner lot about ten minutes to Easton and about 5 minutes to Preston. MD. Features include a newer HVAC (about 6 years old) and maintained twice a year (fall and spring) Newer roof, (about 10 years) Included are two sheds o( one with electric service). Cooking and Heat are metered propane, Water &

    James Bent Benson & Mangold, LLC

    21182 Marsh Creek Rd, Preston, MD 21655
  • /23

    $1,200,000

    • 3 Beds
    • 2 Baths
    • 2,320 Sq Ft

    6401 Laurel Grove Rd, Denton, MD 21629

    52.08 acres with 3 bedroom 2 bath home and large Pole Barn 48 x 110 machine shed. More pictures will be added soon.

    Michelle Anderson Coldwell Banker Premier - Rehoboth

    6401 Laurel Grove Rd, Denton, MD 21629
  • /35

    $165,000

    • 2 Beds
    • 1 Bath
    • 744 Sq Ft

    6140 Laurel Grove Rd, Denton, MD 21629

    Nestled in a picturesque rural setting, this charming cottage offers a unique blend of tranquility and convenience. The perfect started home. This cozy abode boasts a well-maintained legacy of care from its owner of 30 years. Step inside to discover a warm and inviting atmosphere. The compact layout, with its quaint low ceilings and intimate rooms, provides a comforting embrace, making it the

    Sheri Smith Keller Williams Realty Delmarva

    6140 Laurel Grove Rd, Denton, MD 21629
  • /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
  • /13

    $114,000

    • 2,168 Sq Ft

    28035 Possum Hill Rd, Federalsburg, MD 21632

    Prime Half-Acre Lot Near Smithville Lake – Cleared and ReadyThis exceptional 0.48-acre property on Possum Hill Rd is less than a mile west of the Maryland-Delaware state line, offering a perfect blend of rural tranquility and accessibility.Property Highlights:The lot has been cleared, and the old home is in the process of being removed, providing a blank canvas for your

    Sam Benkirane Proplocate Realty, LLC

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

    $37,500

    • Land
    • 0.23 Acre
    • $163,043 per Acre

    222 Denton Rd, Federalsburg, MD 21632

    This listing includes 2 residential building lots, Map 200, Parcel 1, Map 200, Parcel 2.Corner lots with frontage on Denton Road and Laurel Grove Road, being sold as 1 Parcel. Lot 1, 9940 sq ft, Lot 2, 5250 sq ft.

    Barton Johnson/not int Marshy Hope Realty LLC

    222 Denton 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
  • /2

    $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
  • /2

    $249,000

    • 4 Beds
    • 3 Baths
    • 1,190 Sq Ft

    210 Denton Rd, Federalsburg, MD 21632

    Square footage is not reflected correctly, please confirm square footage the estimate is 1190. This listing including , the adjacent lot (property ID-05-0159272). Charming 4 bedroom, 3 full bath home sits up on a hill over looking open space. The kitchen and living area are a nice open floor plan, with a bonus area for reading or office area. Up-date kitchen with large island in granite.,

    Kat Thompson Benson & Mangold, LLC.

    210 Denton Rd, Federalsburg, MD 21632
  • /2

    $45,000

    • Land
    • 1.50 Acres
    • $30,000 per Acre

    0 Laurel Grove Rd Unit MDCM2003250, Federalsburg, MD 21632

    Property is land locked

    Sean Mccracken RE/MAX Eagle Realty

    0 Laurel Grove Rd Unit MDCM2003250, Federalsburg, MD 21632

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