107

Newest Homes for Sale in Callaway, MD

Section Image Section Image
  • 19393 N Snow Hill Manor Rd, Lexington Park, MD 20653
    19393 N Snow Hill Manor Rd, Lexington Park, MD 20653
    19393 N Snow Hill Manor Rd, Lexington Park, MD 20653
    /83

    $1,900,000

    • 4 Beds
    • 3.5 Baths
    • 5,747 Sq Ft

    19393 N Snow Hill Manor Rd, Lexington Park, MD 20653

    Welcome to this truly exceptional, one-of-a-kind waterfront estate on the historic St. Mary’s River. Nestled on 1.72 beautifully landscaped acres, this property boasts 150 feet of private water frontage, along with an impressive private pier equipped with three boat lifts, electric, water, and approximately 10 feet of deep water—ideal for accommodating vessels of nearly any size.Designed for

    Sheri Goldman Long & Foster Real Estate, Inc.

    19393 N Snow Hill Manor Rd, Lexington Park, MD 20653
  • 20098 Piney Point Rd, Callaway, MD 20620
    20098 Piney Point Rd, Callaway, MD 20620
    20098 Piney Point Rd, Callaway, MD 20620
    /67

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 5,939 Sq Ft

    20098 Piney Point Rd, Callaway, MD 20620

    Want to live near your business?! This beautiful and classic 3 bedroom, 2 and half bathroom rancher has well-maintained curb appeal and the interior to match, beginning with the flower bed enriched porch. From the front door you are greeted with a spacious living room great for relaxing and enjoying the view from the large picturesque windows. This area also includes a separate kitchen/dining

    Shanita Kelley Samson Properties

    20098 Piney Point Rd, Callaway, MD 20620
  • 45263 Woodstown Way, California, MD 20619
    45263 Woodstown Way, California, MD 20619
    45263 Woodstown Way, California, MD 20619
    /16

    $279,000

    $11K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,160 Sq Ft

    45263 Woodstown Way, California, MD 20619

    Townhome in convenient area close to shopping and central county. Great first time property and a great price. 3 bedrooms 2.5 baths, & fenced in back yard.

    Jimmy Hayden RE/MAX One

    45263 Woodstown Way, California, MD 20619
  • 20724 Hilton Run Ct, Lexington Park, MD 20653
    20724 Hilton Run Ct, Lexington Park, MD 20653
    20724 Hilton Run Ct, Lexington Park, MD 20653
    /21

    $499,999

    $15K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,138 Sq Ft

    20724 Hilton Run Ct, Lexington Park, MD 20653

    Price Improvement Sellers are going to add to rental marketWelcome to this exquisite four-bedroom, three-and-a-half-bath Colonial, where luxury meets comfort. Step inside to discover a beautifully designed interior with high-end finishes throughout. The open-concept main living area is filled with natural light and features engineered wood flooring in the kitchen and dining area, plush

    Agent Photo

    Vicki Alvey

    RE/MAX One

    20724 Hilton Run Ct, Lexington Park, MD 20653
  • 22424 Greenview Ct, Great Mills, MD 20634
    22424 Greenview Ct, Great Mills, MD 20634
    22424 Greenview Ct, Great Mills, MD 20634
    /36

    $275,000

    $25K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 1,327 Sq Ft

    22424 Greenview Ct, Great Mills, MD 20634

    Welcome to 22424 Greenview Ct in Great Mills—an updated and well-maintained home offering comfort, space, and convenience. This property features 3 bedrooms, 2 full bathrooms, and 2 half bathrooms, providing a functional layout for everyday living. Enjoy a fully finished walk-up basement that offers versatile use—ideal for extra storage, office, recreation space, or a large guest bedroom with an

    Marizel Brewington JPAR Real Estate Professionals

    22424 Greenview Ct, Great Mills, MD 20634
  • 21314 S Essex Dr, Lexington Park, MD 20653
    21314 S Essex Dr, Lexington Park, MD 20653
    21314 S Essex Dr, Lexington Park, MD 20653
    /41

    $399,000

    $26K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,776 Sq Ft

    21314 S Essex Dr, Lexington Park, MD 20653

    ** Showings are temporarily paused while a brand new fence is being installed in the backyard! Instillation is anticipated to be completed by Tuesday, August 25th 2026**Beautifully Updated Home!!! Just Minutes from NAS Patuxent River!Welcome to this beautifully maintained 4-bedroom, 2.5-bath home in the desirable Essex South community. Offering approximately 1,776 square feet of

    CHARLENE WILSON RE/MAX One

    21314 S Essex Dr, Lexington Park, MD 20653
  • 45485 Westmeath Way Unit G31, Great Mills, MD 20634
    45485 Westmeath Way Unit G31, Great Mills, MD 20634
    45485 Westmeath Way Unit G31, Great Mills, MD 20634
    /11

    $205,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,074 Sq Ft

    45485 Westmeath Way Unit G31, Great Mills, MD 20634

    Welcome to effortless living in this beautifully refreshed third-floor condo, where comfort meets convenience in a vibrant, amenity-rich community. This bright and airy 2-bedroom, 2-bath home is filled with natural light, enhanced by soaring vaulted ceilings and a thoughtfully designed open layout. Recent upgrades including a tankless water heater, updated HVAC system, new carpeting, and fresh

    Sean Escobar O'Brien Realty ERA Powered

    45485 Westmeath Way Unit G31, Great Mills, MD 20634
  • 45113 Settlers Ln, California, MD 20619
    45113 Settlers Ln, California, MD 20619
    /2

    $99,900

    • Land
    • 1.39 Acres
    • $71,871 per Acre

    45113 Settlers Ln, California, MD 20619

    1.39 Acre Building lot. The permit package is in withe the county, it only needs to be finalized and impact fees paid. See the site plan and floor plan in the documents. The location has NO HOA and while it is close to just about everything it feels very private. Bring your builder or we can supply a builder for you! Current owner intended to build a spec home on the lot until plans changed. It

    Mark Frisco CENTURY 21 New Millennium

    45113 Settlers Ln, California, MD 20619
  • 18832 Piney Point Rd, Valley Lee, MD 20692
    18832 Piney Point Rd, Valley Lee, MD 20692
    18832 Piney Point Rd, Valley Lee, MD 20692
    /7

    $79,900

    • Land
    • 3.57 Acres
    • $22,381 per Acre

    18832 Piney Point Rd, Valley Lee, MD 20692

    Welcome to 18832 Piney Point Road! This property spans 3.57 acres and includes two lots within one parcel. Build your dream home in the peaceful waterfront community of Piney Point, Maryland. This exceptional parcel offers a rare opportunity to create a custom residence surrounded by natural beauty, privacy, and coastal charm. Nestled near the Potomac River, the property provides a serene setting

    Jonathan Benya EXP Realty, LLC

    18832 Piney Point Rd, Valley Lee, MD 20692
  • 44939 Shore Dr, Tall Timbers, MD 20690
    44939 Shore Dr, Tall Timbers, MD 20690
    44939 Shore Dr, Tall Timbers, MD 20690
    /59

    $482,000

    $33K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,108 Sq Ft

    44939 Shore Dr, Tall Timbers, MD 20690

    One level living with waterfront views are ready for you to move right in! This one story home includes 4 bedrooms and 2 full bathrooms. The home was renovated in 2016. As you enter the home, the open concept kitchen and main living area are perfect for hosting gatherings or entertaining. The kitchen has quartz counters, upgraded cabinets, stainless appliances, tile backsplash, upgraded lighting,

    Kelly Padgett Century 21 Redwood Realty

    44939 Shore Dr, Tall Timbers, MD 20690
  • 46080 Usher Ln, Valley Lee, MD 20692
    46080 Usher Ln, Valley Lee, MD 20692
    46080 Usher Ln, Valley Lee, MD 20692
    /3

    $125,000

    • Land
    • 2.58 Acres
    • $48,450 per Acre

    46080 Usher Ln, Valley Lee, MD 20692

    If you’re looking for a manageable homesite that still gives you breathing room, this 2.58-acre wooded lot in Valley Lee is a standout. Tucked into a quiet, natural setting, it offers the kind of privacy and space that’s getting harder to find—without feeling overwhelming. The parcel is partially cleared, making it easier to visualize your future home placement, driveway approach, and outdoor

    Robert Gauger EXP Realty, LLC

    46080 Usher Ln, Valley Lee, MD 20692
  • 45270 Woodstown Way, California, MD 20619
    45270 Woodstown Way, California, MD 20619
    45270 Woodstown Way, California, MD 20619
    /18

    $289,000

    Open Sat 12PM - 2PM $16K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,160 Sq Ft

    45270 Woodstown Way, California, MD 20619

    Beautifully maintained, freshly painted 3-bedroom, 2.5-bath home with thoughtful updates throughout. Enjoy a roof only a few years old with newly installed LVP flooring on the main level for a fresh, modern feel. The spacious primary bedroom with private en‑suite bath offers a relaxing retreat, and the fully fenced backyard is perfect for entertaining and outdoor enjoyment. A great blend of

    Juanita Kennedy AMR Elite Realtors, LLC

    45270 Woodstown Way, California, MD 20619
  • 19166 N Porto Bello Dr, Drayden, MD 20630
    19166 N Porto Bello Dr, Drayden, MD 20630
    19166 N Porto Bello Dr, Drayden, MD 20630
    /25

    $776,220

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,253 Sq Ft

    19166 N Porto Bello Dr, Drayden, MD 20630

    The PARKER Model, Elevation One ** Please excuse our mess while construction is underway ** Wonderful Front Porch ** One Acre Plus WOODED Level Lot **FABULOUS KITCHEN w/Super Island & Granite Counters *** Huge PANTRY *** Upgraded STAINLESS Appliances *** First Floor Primary Bedroom complete with Custom Box Ceiling *** Master Bath with CUSTOM Walk in SHOWER w/Custom Seat ** Two Additional Main

    Lisa Riggleman RE/MAX One

    19166 N Porto Bello Dr, Drayden, MD 20630
  • 19285 Vanderhoof Ln, Valley Lee, MD 20692
    19285 Vanderhoof Ln, Valley Lee, MD 20692
    19285 Vanderhoof Ln, Valley Lee, MD 20692
    /3

    $135,000

    • Land
    • 4.24 Acres
    • $31,840 per Acre

    19285 Vanderhoof Ln, Valley Lee, MD 20692

    Rare 4.239-acre wooded sanctuary with approved perc in Valley Lee, the perfect canvas for your dream retirement home or development opportunity. This pristine parcel combines natural serenity with practical build-ready advantages. Mature trees provide exceptional privacy and natural cooling, ideal for a one-level custom home designed for comfortable retirement living. The approved percolation

    Robert Gauger EXP Realty, LLC

    19285 Vanderhoof Ln, Valley Lee, MD 20692
  • 46600 Midway Dr, Lexington Park, MD 20653
    46600 Midway Dr, Lexington Park, MD 20653
    46600 Midway Dr, Lexington Park, MD 20653
    /29

    $320,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,100 Sq Ft

    46600 Midway Dr, Lexington Park, MD 20653

    Recent Price Adjustment...Submit an offer today! Nestled in the charming Patuxent Park neighborhood, this beautifully renovated, move-in ready Colonial home is set to impress with its thoughtful updates and inviting atmosphere. With a major renovation completed in 2025, this residence seamlessly blends classic charm with modern conveniences, making it the perfect sanctuary for those seeking

    Blanche Lewis AIP Realty, LLC

    46600 Midway Dr, Lexington Park, MD 20653
  • 0 Piney Point Rd, Callaway, MD 20620
    0 Piney Point Rd, Callaway, MD 20620
    /2

    $85,000

    $10K PRICE DROP
    • Land
    • 1.5 Acres
    • $56,667 per Acre

    0 Piney Point Rd, Callaway, MD 20620

    Discover the perfect canvas for your dream home on this 1.5-acre parcel of land, nestled in a vibrant community that offers both tranquility and convenience. Imagine waking up each day surrounded by nature, with ample space to create your own private oasis while still being just moments away from local amenities. This prime piece of land is situated in an area known for its friendly atmosphere

    Jessica Raley CENTURY 21 New Millennium

    0 Piney Point Rd, Callaway, MD 20620
  • 19163 N Porto Bello Ln, Drayden, MD 20630
    19163 N Porto Bello Ln, Drayden, MD 20630
    19163 N Porto Bello Ln, Drayden, MD 20630
    /31

    $599,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,343 Sq Ft

    19163 N Porto Bello Ln, Drayden, MD 20630

    *** To Be Built *** ONE ACRE Plus Wooded Level LOT *** THE ARUNDEL Model, Elevation II*** 2 CAR GARAGE ****FABULOUS KITCHEN w/Super Island & GRANITE Counters *** Pantry *** STAINLESS appliances *** Open Concept ** 1st Floor FAMILY ROOM open to the Kitchen *** full BASEMENT w/Rough in for a FULL BATH ** Optional REC ROOM and DEN *** INTERNET Available *** Street LIGHTS ** WARRANTY *** Pick this

    Lisa Riggleman RE/MAX One

    19163 N Porto Bello Ln, Drayden, MD 20630
  • 43488 Medleys Neck Rd, Leonardtown, MD 20650
    43488 Medleys Neck Rd, Leonardtown, MD 20650
    43488 Medleys Neck Rd, Leonardtown, MD 20650
    /10

    $190,000

    • Land
    • 5 Acres
    • $38,000 per Acre

    43488 Medleys Neck Rd, Leonardtown, MD 20650

    PRICE IMPROVEMENT!Discover the potential of this beautiful parcel in the heart of Southern Maryland. Located on Medleys Neck Road in Leonardtown, this property offers the perfect opportunity to build your dream home or investment project in a highly desirable location.The lot features three active perc approvals, making it an attractive option for builders, developers, or anyone

    Bill Oosterink CENTURY 21 New Millennium

    43488 Medleys Neck Rd, Leonardtown, MD 20650
  • 22144 Erickson Ct, Lexington Park, MD 20653
    22144 Erickson Ct, Lexington Park, MD 20653
    /2

    $184,500

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft

    22144 Erickson Ct, Lexington Park, MD 20653

    This rancher home, located in the community of Discovery, is seated in a spacious lot approximately 0.36 acres and is perfect for outdoor activities or relaxing in a private setting. This home with 3 bedrooms and a full bathroom is in close proximity to daily conveniences such as local restaurants, food market and shopping center. Additionally, it is a few minutes away from Patuxent Naval Center

    Gina Gargeu Century 21 Downtown

    22144 Erickson Ct, Lexington Park, MD 20653
  • 46234 Stasha Ct, Drayden, MD 20630
    46234 Stasha Ct, Drayden, MD 20630
    46234 Stasha Ct, Drayden, MD 20630
    /32

    $679,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,643 Sq Ft

    46234 Stasha Ct, Drayden, MD 20630

    *** To Be Built *** ONE ACRE Plus Wooded Level LOT *** THE CANTERBURY II Model *** GARAGE ****FABULOUS KITCHEN w/Super Island & GRANITE Counters *** Pantry *** STAINLESS appliances *** Open Concept ** 1st Floor FAMILY ROOM open to the Kitchen *** full BASEMENT w/Rough in for a FULL BATH ** Optional REC ROOM and DEN *** INTERNET Available *** Street LIGHTS ** WARRANTY *** Pick this CANTERBURY II

    Lisa Riggleman RE/MAX One

    46234 Stasha Ct, Drayden, MD 20630
  • 20225 Point Lookout Rd, Great Mills, MD 20634
    20225 Point Lookout Rd, Great Mills, MD 20634
    20225 Point Lookout Rd, Great Mills, MD 20634
    /6

    $275,000

    • Land
    • 24,829 Sq Ft
    • $482,456 per Acre

    20225 Point Lookout Rd, Great Mills, MD 20634

    Bring your vision to life with this unique opportunity in Great Mills! This offering includes four separate parcels, all zoned commercial—ideal for a wide range of business ventures. Access to public water and sewer. With access on both Route 5 and Flat Iron Road, the property offers exceptional visibility and access in a high-traffic area. Don’t miss the chance to invest in a prime location with

    Billy Rabbitt The Southside Group Real Estate

    20225 Point Lookout Rd, Great Mills, MD 20634
  • 19103 Windsor Ct, Drayden, MD 20630
    19103 Windsor Ct, Drayden, MD 20630
    19103 Windsor Ct, Drayden, MD 20630
    /45

    $635,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    19103 Windsor Ct, Drayden, MD 20630

    ** ONE ACRE Plus Wooded Level LOT *** The Stella Model or Select from one of our other Plans ** To Be Built ** Still time to Customize Selections and upgrades *** FABULOUS KITCHEN w/Super Island & Granite Counters *** Huge Pantry *** STAINLESS Appliances *** First Floor Primary Bedroom complete with walk in Closet *** Master Bath with Soak Tub and Walk in Shower *** Tow Additional Main Floor

    Lisa Riggleman RE/MAX One

    19103 Windsor Ct, Drayden, MD 20630
  • 19700 Mulberry Fields Rd, Leonardtown, MD 20650
    19700 Mulberry Fields Rd, Leonardtown, MD 20650
    19700 Mulberry Fields Rd, Leonardtown, MD 20650
    /140

    $15,000,000

    • 6 Beds
    • 4.5 Baths
    • 5,500 Sq Ft

    19700 Mulberry Fields Rd, Leonardtown, MD 20650

    OPEN HOUSES BY APPOINTMENT. PLEASE COME AND TAKE A LOOK AT THIS MAGNIFICENT 500 ACRE ESTATE WHERE THE FOUNDING FATHER'S ONCE MINGLED!Mulberry Fields is one of those rare places where the land itself tells the story. The mile-long cedar avenue announces the approach, its rows planted at an ever-widening angle to draw the eye toward the Potomac below, a feat of 18th-century landscape design

    Kornelia Stuphan Long & Foster Real Estate, Inc.

    19700 Mulberry Fields Rd, Leonardtown, MD 20650
  • 0 Third St, Piney Point, MD 20690
    0 Third St, Piney Point, MD 20690
    0 Third St, Piney Point, MD 20690
    /15

    $19,900

    $10K PRICE DROP
    • Land
    • 11,761 Sq Ft
    • $73,704 per Acre

    0 Third St, Piney Point, MD 20690

    Looking for the perfect spot to build your future dream home? This 0.27-acre (12,000 sq. ft.) lot in Tall Timbers, MD offers an excellent buy-and-hold opportunity while awaiting potential sewer availability. With the major OAG project bringing jobs to the area and the Lighthouse development underway nearby, sewer service may be coming sooner rather than later—potentially increasing property

    Krista Depenthal Lands2Love

    0 Third St, Piney Point, MD 20690
  • 46175 N Greens Rest Dr, Great Mills, MD 20634
    46175 N Greens Rest Dr, Great Mills, MD 20634
    46175 N Greens Rest Dr, Great Mills, MD 20634
    /8

    $269,700

    $29K PRICE DROP
    • Land
    • 1.63 Acres
    • $165,460 per Acre

    46175 N Greens Rest Dr, Great Mills, MD 20634

    One of the few remaining pristine lots left in Riverside Farms! 1.63 acre lot with permits, approved site plan, grading, and foundation in for 4BR, 3-4 BA 3500+ sq. ft. custom rambler with basement. Handicap accessible! This desirable neighborhood offers a community park, ball fields, walking trails, picnic areas, and community pier.Conveniently, located close to Leonardtown and Pax River

    Joe and Judi Limerick CENTURY 21 New Millennium

    46175 N Greens Rest Dr, Great Mills, MD 20634
  • 21744 Louden Ln, Lexington Park, MD 20653
    21744 Louden Ln, Lexington Park, MD 20653
    /2

    $599,900

    • 2 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    21744 Louden Ln, Lexington Park, MD 20653

    GREAT OPPORTUNITY AWAITS - Would you like to own your own apartment complex, condos or small subdivision. This property is zoned ***High Intensity Mixed Use***It's all possible on this 22.28 +/- Acre parcel. This property is split on both sides of Pegg Rd , and has designated entrances already in place suitable for both residential or commercial development. There are endless possibilities with

    Jay Camp Coldwell Banker Premier

    21744 Louden Ln, Lexington Park, MD 20653
  • 45252 Happyland Rd, Valley Lee, MD 20692
    45252 Happyland Rd, Valley Lee, MD 20692
    45252 Happyland Rd, Valley Lee, MD 20692
    /5

    $150,000

    • Land
    • 1.75 Acres
    • $85,714 per Acre

    45252 Happyland Rd, Valley Lee, MD 20692

    1.75 cleared acres zoned commercial. The address of 45252 Happyland Rd was assigned afterCommercial Outparcel C had an approved Perc. St. Mary’s County zoning is Rural Commercial Limited(RCL). Find information on uses of an RCL lot online at St. Mary's County comprehensive zoning ordinance. Excerpt from ordinance (RCL Jul 24, 2007... By the enactment of County Commissioners Ordinance No.

    Lawrence Lessin Save 6, Incorporated

    45252 Happyland Rd, Valley Lee, MD 20692

Showing Results 81 - 107, Page 3 of 3

Maryland St Marys County

Newest Listings for Sale in Callaway, MD

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