14

Chaptico, MD Houses for Sale

Section Image Section Image
  • 46369 Hattons Rest Ln, Lexington Park, MD 20653
    46369 Hattons Rest Ln, Lexington Park, MD 20653
    46369 Hattons Rest Ln, Lexington Park, MD 20653
    /50

    $1,850,000

    • 5 Beds
    • 6 Baths
    • 7,376 Sq Ft

    46369 Hattons Rest Ln, Lexington Park, MD 20653

    Welcome to The Retreat at Hattons Rest! A truly exceptional private waterfront estate set on a secluded 5.26-acre peninsula with an impressive 1,100 feet of pristine shoreline along the historic St. Mary's River. This magnificent 7,376-square-foot custom all-brick colonial home offers stunning water views from the kitchen and family room, where expansive windows perfectly capture the river's

    Agent Photo

    Gil Poudrier

    TTR Sotheby's International Realty

    (240) 655-8402

    46369 Hattons Rest Ln, Lexington Park, MD 20653
  • 18866 Russell Rd, Leonardtown, MD 20650
    18866 Russell Rd, Leonardtown, MD 20650
    18866 Russell Rd, Leonardtown, MD 20650
    /3

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,128 Sq Ft

    18866 Russell Rd, Leonardtown, MD 20650

    ***Rare Waterfront Opportunity*** Welcome to 18866 Russell Rd, Valley Lee /Leonardtown, MD, a truly exceptional waterfront property offering a private, peaceful setting on a premium lot with stunning views of the water. Currently a 3-bedroom, 1.5-bath home, this property presents the perfect opportunity to reimagine, renovate, or rebuild into your dream waterfront retreat. Surrounded by natural

    Agent Photo

    Shelly Hibbert

    KW Metro Center

    (227) 997-7054

    18866 Russell Rd, Leonardtown, MD 20650
  • 46210 Lisa Marie Ct, Drayden, MD 20630
    46210 Lisa Marie Ct, Drayden, MD 20630
    46210 Lisa Marie Ct, Drayden, MD 20630
    /51

    $639,900

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

    46210 Lisa Marie Ct, Drayden, MD 20630

    Located in the desirable Porto Bello Estates community and thoughtfully designed with space, function, and style in mind. Built in 2021, this home offers 2,486 sqft above grade plus 1,087 sqft below, featuring an open concept layout with LVP flooring, a bright kitchen with granite countertops, center island, stainless appliances, and farmhouse sink. The main living areas flow seamlessly for

    Lisa Riggleman RE/MAX One

    46210 Lisa Marie Ct, Drayden, MD 20630
  • 43552 Bayberry Ct, Leonardtown, MD 20650
    43552 Bayberry Ct, Leonardtown, MD 20650
    43552 Bayberry Ct, Leonardtown, MD 20650
    /32

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 3,428 Sq Ft

    43552 Bayberry Ct, Leonardtown, MD 20650

    Nestled on 2.2 private acres in Chestnut Ridge, this beautiful 4-bedroom home offers space, comfort, and functionality for modern living. The home features generously sized bedrooms and a thoughtfully designed layout perfect for both everyday life and entertaining. The main level includes a spacious kitchen and family room combination—ideal for gatherings—complete with a cozy brick gas fireplace

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    43552 Bayberry Ct, Leonardtown, MD 20650
  • 44939 Shore Dr, Tall Timbers, MD 20690
    44939 Shore Dr, Tall Timbers, MD 20690
    44939 Shore Dr, Tall Timbers, MD 20690
    /59

    $515,000

    • 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 New Millennium

    44939 Shore Dr, Tall Timbers, MD 20690
  • 45546 Bethson St, California, MD 20619
    45546 Bethson St, California, MD 20619
    45546 Bethson St, California, MD 20619
    /28

    $495,000

    • 4 Beds
    • 2.5 Baths
    • 2,021 Sq Ft

    45546 Bethson St, California, MD 20619

    Awesome 4 br. 2.5 bath with lots of upgrades and unique features. Upgraded hardwood floors, granite countertops, stainless steel appliances, cabinets, alarm system, sprinkler system and fenced in backyard. Enjoy this single owner home in a popular neighborhood minutes from NAS PAX RIVER. Home has been immaculately kept and ready for a buyer.

    Ross Simone RE/MAX Realty Group

    45546 Bethson St, California, MD 20619
  • 45656 Edge Mill Ct, Great Mills, MD 20634
    45656 Edge Mill Ct, Great Mills, MD 20634
    45656 Edge Mill Ct, Great Mills, MD 20634
    /101

    $625,000

    • 5 Beds
    • 3.5 Baths
    • 5,270 Sq Ft

    45656 Edge Mill Ct, Great Mills, MD 20634

    If space, comfort, and entertaining are on your wish list, this 5-bedroom Colonial with over 5,600 finished square feet and a fully finished basement checks every box.Welcome to 45656 Edge Mill Court, an elegant Colonial tucked away on a quiet cul-de-sac in the sought-after Woodland Park community of Great Mills, Maryland. Offering more than 5,600 square feet of beautifully finished living

    Randell Dofat EXP Realty, LLC

    45656 Edge Mill Ct, Great Mills, MD 20634
  • 19700 Mulberry Fields Rd, Leonardtown, MD 20650
    19700 Mulberry Fields Rd, Leonardtown, MD 20650
    19700 Mulberry Fields Rd, Leonardtown, MD 20650
    /139

    $20,000,000

    • 6 Beds
    • 4.5 Baths
    • 13,458 Sq Ft

    19700 Mulberry Fields Rd, Leonardtown, MD 20650

    Welcome to Historic Mulberry Fields, situated on just under 500 ac of fertile land with a mile-long view of the Potomac River’s white sand shoreline, truly one of a kind. As you drive along the cedar-lined driveway, you are transported back in time as the magnificent manor house appears in front of you. It is the only remaining Georgian manor house in St. Mary’s County today. From the south

    Kornelia Stuphan Long & Foster Real Estate, Inc.

    19700 Mulberry Fields Rd, Leonardtown, MD 20650
  • 42520 Riverwinds Dr, Leonardtown, MD 20650
    42520 Riverwinds Dr, Leonardtown, MD 20650
    42520 Riverwinds Dr, Leonardtown, MD 20650
    /10

    $1,999,999

    • 4 Beds
    • 2 Baths
    • 2,744 Sq Ft

    42520 Riverwinds Dr, Leonardtown, MD 20650

    Seller is entertaining offers now. Looking for elbow room? Look no further—this property offers plenty of land! It borders the Potomac River and Poplar Hill Creek, featuring expansive farmland and forested areas. Ideal for outdoor enthusiasts and nature lovers, this unique property offers breathtaking sunsets. Correct acreage is 165 acres. Don't miss out on this unique opportunity.

    John Gatton CENTURY 21 New Millennium

    42520 Riverwinds Dr, Leonardtown, MD 20650
  • 17863 2nd St, Tall Timbers, MD 20690
    17863 2nd St, Tall Timbers, MD 20690
    /2

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    17863 2nd St, Tall Timbers, MD 20690

    Freshly painted and ready for it's next chapter! This delightful 3-bedroom home in Tall Timbers offers comfortable living with plenty of potential to make it your own. Featuring a light and bright interior with new paint throughout, it’s the perfect canvas for your personal style. Enjoy the peaceful surroundings of this sought-after community while still being just minutes from local

    Robin Cavallaro RE/MAX Realty Group

    17863 2nd St, Tall Timbers, MD 20690
  • 19166 N Porto Bello Dr, Drayden, MD 20630
    19166 N Porto Bello Dr, Drayden, MD 20630
    19166 N Porto Bello Dr, Drayden, MD 20630
    /16

    $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
  • 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
  • 46234 Stasha Ct, Drayden, MD 20630
    46234 Stasha Ct, Drayden, MD 20630
    46234 Stasha Ct, Drayden, MD 20630
    /32

    $679,900 New Construction

    • 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
  • 19103 Windsor Ct, Drayden, MD 20630
    19103 Windsor Ct, Drayden, MD 20630
    19103 Windsor Ct, Drayden, MD 20630
    /45

    $635,900 New Construction

    • 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
Maryland St Marys County Chaptico

Houses for Sale in Chaptico, MD

How to Buy a Home How to Finance a Home How to Sell a Home

In Chaptico, there are currently 14 houses for sale, offering an array of options for potential buyers. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Chaptico, MD and find the perfect place to call 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