31

Chewsville, MD Homes for Sale with Acreage

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  • /66

    $460,000

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,268 Sq Ft

    11728 White Hall Rd, Smithsburg, MD 21783

    Discover the potential of this unique 3-bedroom 2-bath colonial home set on 1.36 scenic acres with beautiful pasture views, located within the desirable Smithsburg school district. This property offers a versatile layout and plenty of space for multi-generational living or rental possibilities. Originally a rancher with a thoughtfully added second level, the main floor features a comfortable

    Mary Llewellyn The KW Collective

    11728 White Hall Rd, Smithsburg, MD 21783
  • /89

    $514,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,814 Sq Ft

    8 Regent Cir, Hagerstown, MD 21742

    1-Acre Homesites with Finished Basements Included in Trovinger Mill Estates To-Be-Built Carlisle by Maronda Homes offers a spacious and functional layout, including 4 bedrooms, 2.5+ bathrooms, and a 3-car garage—providing plenty of space for everyday living and storage. Inside, you'll find an open-concept main level with a well-appointed kitchen featuring a large island and walk-in pantry,

    Cindy Gomez New Home Star Virginia, LLC

    8 Regent Cir, Hagerstown, MD 21742
  • /18

    $499,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,382 Sq Ft

    2 Regent Cir, Hagerstown, MD 21742

    Welcome to Trovinger Mill — New Homes on 1-Acre Homesites! TO-BE-BUILT. Discover the Somerset floor plan, a stunning 4-bedroom, 2.5-bath home! Set on a spacious 1-acre lot, this home is designed for both comfort and flexibility. The main level features an open-concept layout with a bright great room, a light-filled kitchen with a large center island, and a breakfast area — add a sunroom extension

    Cindy Gomez New Home Star Virginia, LLC

    2 Regent Cir, Hagerstown, MD 21742
  • /35

    $599,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,614 Sq Ft

    20102 Regent Cir, Hagerstown, MD 21742

    To-Be-Built “Pre-Permitted” - Carlisle by Maronda Homes offers a spacious and functional layout with over 2900 square feet of living space. Situated on a 1+-acre homesite, this home includes 4 bedrooms, 2.5+ bathrooms, and a 3-car garage—providing plenty of space for everyday living and storage. Inside, you'll find an open-concept main level with a well-appointed kitchen featuring a large island

    Cindy Gomez New Home Star Virginia, LLC

    20102 Regent Cir, Hagerstown, MD 21742
  • /11

    $444,990

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    6 Regent Cir, Hagerstown, MD 21742

    Build your home on a spacious homesite—up to 1 acre—in Trovinger Mill Estates!This thoughtfully designed home offers 4 bedrooms, up to 2.5 bathrooms, and a 2-car garage.The open-concept main level features a stylish kitchen with stainless steel appliances, granite countertops, a large center island, and luxury vinyl plank flooring. Choose the optional sunroom to bring in even more natural

    Cindy Gomez New Home Star Virginia, LLC

    6 Regent Cir, Hagerstown, MD 21742
  • /69

    $817,500

    • 4 Beds
    • 3 Baths
    • 2,845 Sq Ft

    20907 Mount Aetna Rd, Hagerstown, MD 21742

    A touch of paradise awaits in this stunning custom-built home where luxury, comfort, and thoughtful design come together beautifully. This is a place where dreams can flourish and memories can be made. From the moment you enter, you’ll appreciate the elegant open floor plan, rich wood flooring, and detailed wainscoting that create a warm yet sophisticated atmosphere throughout.The heart of

    Nancy Hodges RE/MAX Realty Centre, Inc.

    20907 Mount Aetna Rd, Hagerstown, MD 21742
  • /57

    $575,000

    $24K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,483 Sq Ft

    21712 Chewsville Rd, Smithsburg, MD 21783

    Set on a full acre backing to open farmland, this well-maintained and recently updated rancher offers a rare combination of space, flexibility, and mixed-use potential. The main level features three bedrooms, a spacious eat-in kitchen, a dedicated dining area, and multiple living spaces including a comfortable family room and convenient laundry area. The layout provides both functionality and

    Troy Yates LPT Realty, LLC

    21712 Chewsville Rd, Smithsburg, MD 21783
  • /51

    $749,900

    $100K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,054 Sq Ft

    11803 Dorchester Ct, Smithsburg, MD 21783

    Smithsburg-Custom Built Stone home (NC Blue Stone) offering exceptional space, quality, and versatility. This 4 Bedroom, 4 Full bath residence includes a private 2 bedroom in-law suite and a spacious bonus room above the garage, ideal for guests, extended family or a home office setup. 33x23 and 14x27 concrete patio. 4,297 sqft living space. Inside, you'll find LVT flooring throughout, every

    Vernon Troxell RE/MAX Results

    11803 Dorchester Ct, Smithsburg, MD 21783
  • /2

    $764,900

    New Construction Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 3,208 Sq Ft

    9837 Pembroke Dr, Hagerstown, MD 21740

    Soon to start construction by Kellgard General Contracting—introducing the Naomi Model with anticipated mid-Fall delivery! Professional photos coming soon. This stunning new construction home offers over 3,000+ finished square feet above grade, ideally situated on a private 1.33-acre lot backing to forest conservation—meaning no future building behind you and a peaceful, wooded backdrop that’s

    Jeremy McDonough Mr. Lister Realty

    9837 Pembroke Dr, Hagerstown, MD 21740
  • /2

    $799,900

    New Construction Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    9821 Pembroke Dr, Hagerstown, MD 21740

    Soon to start construction by Kellgard General Contracting—introducing the Priscilla Model with anticipated mid-Fall delivery! Professional photos coming soon. This exceptional new construction home offers over 3,000+ finished square feet above grade, perfectly situated on a private 1.33-acre lot backing to forest conservation—ensuring no future development behind you and providing a peaceful,

    Jeremy McDonough Mr. Lister Realty

    9821 Pembroke Dr, Hagerstown, MD 21740
  • /56

    $719,900

    • 4 Beds
    • 3 Baths
    • 4,224 Sq Ft

    13304 Canterbury Dr, Hagerstown, MD 21742

    Nestled on a quiet cul-de-sac in the sought after Fountain Head development, this stunning two story brick home offers 4,224 finished above grade square feet on a beautifully landscaped and private 1.15-acre lot. With 4 bedrooms and 3 full baths, this exceptional property combines timeless elegance with thoughtful updates and abundant living space. The gourmet updated kitchen is designed for both

    Mary Beth Herrera Sullivan Select, LLC.

    13304 Canterbury Dr, Hagerstown, MD 21742
  • /6

    $415,000

    • Land
    • 1.32 Acres
    • $314,394 per Acre

    319 E Antietam St, Hagerstown, MD 21740

    Price drop with close help on accepted offer. Open Paved Lot Property address is: 319 E. Antietam Potential with drive in cutting to the lot. The lot can be used for: Used Car Lot or Dealership Overflow: Paved lots are turnkey-ready for vehicle display and storage.Fleet Parking or Logistics Hub: Ideal for trucking companies, delivery fleets, or utility services needing secure, spacious

    Majid Syed Taylor Properties

    319 E Antietam St, Hagerstown, MD 21740
  • /2

    $484,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft

    21913 Durberry Rd, Smithsburg, MD 21783

    To Be Built Listing By Oliver Homes, Inc. The List Price includes: lot, site cost estimate, permits, excise tax, and house plan (Fairfield) with standard features. Oliver Homes can build this plan or any of their other plans as well as customize a plan for your wants/desires. Oliver Homes can also help with financing alleviating the need for a typical construction loan. Agents please register

    Mark Oliver Oliver Homes,Inc.

    21913 Durberry Rd, Smithsburg, MD 21783
  • /77

    $2,750,000

    • 5 Beds
    • 8 Baths
    • 8,415 Sq Ft

    10110 Easterday Ct, Hagerstown, MD 21742

    This may be the most amazing home in the Mid-Atlantic. This home is located on over 27 acres with extensive hardscaping and a luxury villa design unlike any other. The main level includes panoramic views of this estate with custom hardwoods, a historic fireplace, coffered ceilings, a full home sound system, and a one-of-a-kind dining area that includes a balcony and endless entertainment. All of

    Dan Chlebowski Real Broker, LLC

    10110 Easterday Ct, Hagerstown, MD 21742
  • /37

    $449,900

    Open Sat 2PM - 4PM
    • 5 Beds
    • 3 Baths
    • 2,855 Sq Ft

    1220 Star Dr, Hagerstown, MD 21742

    Welcome to this spacious 5-bedroom, 3 full bath home perfectly situated on a 2.1-acre cul-de-sac lot backing to the woods. Designed with comfort and functionality in mind, the main level features a large office, convenient bedroom, full bath, and an open-concept layout ideal for everyday living and entertaining. The kitchen offers a large island with granite countertops, recessed lighting, vinyl

    Dwaynea Carroll Real Estate Innovations

    1220 Star Dr, Hagerstown, MD 21742
  • /2

    $339,000

    Coming Soon
    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    13806 Wolfsville Rd, Smithsburg, MD 21783

    Welcome To Wolfsville! Great Starter Home/Lots of potential or Handy-Man Special! Hardwood Floors, double garage, a huge finished "breezeway" between the house and garage/with a fireplace, 2nd fireplace is in the Living Room. Eat-in kitchen, living room, 2 bedrooms, 1 bath, and full unfinished basement to finish to your liking - with a walk-out/at grade level. Almost 3 acres - amazing

    Barbara Harshman RE/MAX Results

    13806 Wolfsville Rd, Smithsburg, MD 21783
  • /4

    $222,000

    • Land
    • 2.08 Acres
    • $106,731 per Acre

    21219 Leitersburg Pike, Hagerstown, MD 21742

    JUST LISTED – 2.08 Acres of Prime Land Ready-to-Build | Private Well | Utilities On-Site | Septic Approved | Fully Fenced Build your dream home on this stunning 2.08-acre parcel, ideally located just off Leitersburg Pike—offering both peaceful rural living and quick access to city conveniences! Property Highlights:Size: 2.08 beautiful, cleared, and leveled acres Utilities: Electricity and

    Angie Rodriguez EXP Realty, LLC

    21219 Leitersburg Pike, Hagerstown, MD 21742
  • /2

    $255,000

    • Land
    • 1.88 Acres
    • $135,638 per Acre

    LOT 4 Marsh Pike, Hagerstown, MD 21742

    LOCATION, LOCATION, LOCATION!!!!GORGEOUS LARGE LEVEL LOTS IN NORTH-END!! If you are looking to build a Custom Home, this is your location. Mountain views, convenient to everything, NO HOA! Public Water available and perc tests are completed. 3 Lots are available. Home choice must be approved by seller. (Sale is subject to final subdivision approvals) Call for details.

    Alice Guy Real Estate Innovations

    LOT 4 Marsh Pike, Hagerstown, MD 21742
  • /145

    $2,700,000

    $599K PRICE DROP
    • 6 Beds
    • 7.5 Baths
    • 15,219 Sq Ft

    11029 Plumwood Cir, Hagerstown, MD 21742

    Welcome to this magnificent home in the prestigious Brightwood Acres East, set on a large, private lot consisting of 1.20 acres and offering over 12,000 finished square feet across four levels. This luxurious residence has been fully renovated with no detail overlooked, ensuring top-of-the-line appointments and fixtures throughout. The heart of the home is the expansive kitchen, featuring a Sub

    Cynthia Sullivan Sullivan Select, LLC.

    11029 Plumwood Cir, Hagerstown, MD 21742
  • /26

    $990,000

    $2M PRICE DROP
    • Land
    • 6.8 Acres
    • $145,588 per Acre

    11302 Robinwood Dr, Hagerstown, MD 21742

    High traffic and great development potential! Assemblage of 6 adjoining parcels totaling approx. 6.8 acres. County zoning "BL" business local commercial. AM side of Robinwood Drive. High traffic count. Adjacent to Hagerstown Community College campus. Less than 1,000 yards from Meritus Medical Center and Robinwood Medical Center. Perfect for development of medical, surgical, orthopedic, OBGYN,

    Cathy Wantz Real Estate Today

    11302 Robinwood Dr, Hagerstown, MD 21742
  • /53

    $550,000

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 2,486 Sq Ft

    21680 Leitersburg Pike, Hagerstown, MD 21742

    Exceptional Live/Work Opportunity on 2+ Acres — Endless Possibilities Await! Looking for a home that can keep up with your lifestyle, hobbies, business dreams, and growing needs? Welcome to 21680 Leitersburg Pike — a rare and versatile property offering space, flexibility, and opportunity all in one incredible package! This expansive 5-bedroom, 3.5-bath split-level home features FIVE levels of

    Mark Hewitson RE/MAX Realty Plus

    21680 Leitersburg Pike, Hagerstown, MD 21742
  • /2

    $325,000

    • Land
    • 4.56 Acres
    • $71,272 per Acre

    LOT 6 Marsh Pike, Hagerstown, MD 21742

    LOCATION, LOCATION, LOCATION!!!!GORGEOUS LARGE LEVEL LOTS IN NORTH-END!! If you are looking to build a Custom Home, this is your location. Mountain views, convenient to everything, NO HOA! Public Water available and perc tests are completed. 3 Lots are available. Home choice must be approved by seller. (Sale is subject to final subdivision approvals) Call for details.

    Alice Guy Real Estate Innovations

    LOT 6 Marsh Pike, Hagerstown, MD 21742
  • /2

    $499,000

    • Land
    • 1.39 Acres
    • $358,993 per Acre

    0 Frederick St, Hagerstown, MD 21740

    ATTENTION! THERE ARE TWO (2) SEPARATE LOTS INCLUDED IN THIS SALE - LOTS 2 AND 3-BGREAT LOCATION WITH ALOT OF MEDICAL OFFICES NEXT DOOR. OWNED BY SAME OWNER FOR MANY YEARS. WOULD MAKE A GREAT LOCATION FOR OFFICES, RETAIL, MEDICAL, URGENT CARE. PUBLIC WATER AND SEWER AVAILABLE.A THIRD LOT IS ALSO AVAILABLE IF MORE SPACE IS NEEDED. CALL FOR DETAILS.(LOOK FOR SIGNS ON THE LOTS.)

    Alice Guy Real Estate Innovations

    0 Frederick St, Hagerstown, MD 21740
  • /51

    $429,900

    • 4 Beds
    • 1 Bath
    • 2,426 Sq Ft

    20007 Landis Rd, Hagerstown, MD 21740

    Privacy, breathtaking views, and timeless stone construction come together in this exceptional property, complete with an additional building lot and wooded acreage.Set on a total of 1.89 acres across two parcels, the main home rests on a 1-acre lot, while the adjoining 0.89-acre wooded lot offers added space, flexibility, and opportunity. Whether you’re dreaming of gardening, raising

    Michael Draper Century 21 Market Professionals

    20007 Landis Rd, Hagerstown, MD 21740
  • /19

    $499,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,988 Sq Ft

    12 Regent Cir, Hagerstown, MD 21742

    Trovinger Mill offers a rare opportunity to own a new home on a spacious 1-acre lot. This to-be-built Drexel floor plan features over 1,900 square feet of main-level living space in a modern ranch-style layout. The heart of the home is an open-concept great room and kitchen with a large center island, designed for both daily comfort and easy entertaining. A versatile flex room provides the

    Cindy Gomez New Home Star Virginia, LLC

    12 Regent Cir, Hagerstown, MD 21742
  • /97

    $1,199,000

    • 8 Beds
    • 10 Baths
    • 8,472 Sq Ft

    9812 Pembroke Dr, Hagerstown, MD 21740

    Perfect for a Large family or Extended Family living!2 Story Colonial with over 8,000+ Sq Ft Estate with Mountain Views in sought after Pembertonjust 5 minutes from I-70 (off the RT 66 exit). Key Features:* 6 Bedroom Ensuites in Main House– Includes a main-level master suite and a second-floor master suite, PLUS* Mother in law Suite featuring 1,850 sq ft with 2 bedrooms, 2 baths,

    Alice Guy Real Estate Innovations

    9812 Pembroke Dr, Hagerstown, MD 21740
  • /59

    $374,900

    • 3 Beds
    • 2 Baths
    • 2,033 Sq Ft

    20504 Jefferson Blvd, Hagerstown, MD 21742

    Welcome Home! Nestled on 1.54 secluded acres, this spacious split-foyer home offers the perfect combination of comfort, privacy, and modern updates. From the moment you walk through the door, you’ll feel right at home in this move-in ready property designed for both everyday living and entertaining. The upper level features two bedrooms, a full bath, a bright and inviting living room, dining

    Julie Byrd Long & Foster Real Estate, Inc.

    20504 Jefferson Blvd, Hagerstown, MD 21742
  • /4

    $1,100,000

    • Land
    • 12.3 Acres
    • $89,431 per Acre

    12.3 AC Southern Blvd, Hagerstown, MD 21740

    UPDATE. The City of Hagerstown has now approved the sketch & ESD Stormwater Management Concept plans (effective January 15, 2026). See docs section. Initial existing grade to finish grade cut/fill calculations have been determined to be approximately 4,350 cubic yards of cut and 34,350 cubic yards of fill, exclusive of pavement, foundations, utilities, etc. Existing forestation is approximately

    David Friedrich Coldwell Banker Realty

    12.3 AC Southern Blvd, Hagerstown, MD 21740
  • /2

    $299,000

    • Land
    • 6.46 Acres
    • $46,285 per Acre

    0 Jefferson Blvd Unit MDWA2032528, Hagerstown, MD 21742

    NRE PRICE 6.5 acres located intersection of Warrenfeltz Ln and Jefferson Blvd ( near Robinwood Dr). Zoned RT which allows for residential (single family and duplex) and medical buildings, many other possibilities. Public water and sewer nearby, currently perc approved.

    Jim Ward The Glocker Group Realty Results

    0 Jefferson Blvd Unit MDWA2032528, Hagerstown, MD 21742
  • /21

    $250,000

    • Land
    • 2.96 Acres
    • $84,459 per Acre

    703-705 Mt Aetna Rd, Hagerstown, MD 21740

    Prime Industrial Land Opportunity – 703-705 Mt Aetna Rd, Hagerstown, MDSeize this amazing opportunity to own a high-visibility property at a major intersection in Hagerstown, MD. This raw, vacant land is zoned Industrial, making it an excellent investment for various business ventures.Property Details: Lot Size: 2.96 acres (±128,938 Sqft)Zoning: Industrial – Ideal for commercial and

    Alena Kirillov RE/MAX Plus

    703-705 Mt Aetna Rd, Hagerstown, MD 21740
  • /2

    $285,000

    • Land
    • 2.2 Acres
    • $129,545 per Acre

    LOT 5 Marsh Pike, Hagerstown, MD 21742

    LOCATION, LOCATION, LOCATION!!!!GORGEOUS LARGE LEVEL LOTS IN NORTH-END!! If you are looking to build a Custom Home, this is your location. Mountain views, convenient to everything, NO HOA! Public Water available and perc tests are completed. 3 Lots are available. Home choice must be approved by seller. (Sale is subject to final subdivision approvals) Call for details.

    Alice Guy Real Estate Innovations

    LOT 5 Marsh Pike, Hagerstown, MD 21742
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