168

Homes for Sale near Leonardtown High School

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  • /2

    $40,000

    • Land
    • 0.18 Acre
    • $222,222 per Acre

    17852 3rd St, Tall Timbers, MD 20690

    Discover the perfect canvas for your dream home with this vacant residential lot, ideally situated just blocks away from the serene Saint Mary's River. Spanning approximately 8,000 square feet, this prime piece of real estate is located in the desirable St. George's Beach Subdivision, Lot 500-14, Block 18, as per Plat 59/55. Benefit from the convenience of an EDU from Metcom, ensuring public

    Samara Dinnius JPAR Real Estate Professionals

    17852 3rd St, Tall Timbers, MD 20690
  • /2

    $160,000

    • Land
    • 2.37 Acres
    • $67,511 per Acre

    Lot 6 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 6 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. Ap5proved perc for septic, utilities to be installed underground, call with any questions.

    Charlotte Long EXP Realty, LLC

    Lot 6 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • /2

    $155,000

    • Land
    • 2.09 Acres
    • $74,163 per Acre

    Lot 5 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 5 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. Ap5proved perc for septic, utilities to be installed underground, call with any questions.

    Charlotte Long EXP Realty, LLC

    Lot 5 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • /2

    $160,000

    • Land
    • 2.49 Acres
    • $64,257 per Acre

    Lot 4 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 4 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. Approved perc for septic, utilities to be installed underground, call with any questions.

    Charlotte Long EXP Realty, LLC

    Lot 4 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • /2

    $175,000

    • Land
    • 2.45 Acres
    • $71,429 per Acre

    Lot 2 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 2 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, private, partially wooded lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. This lot has mostly woods and slopes down in the back, perfect for a home with a walk out basement. Approved perc for septic, utilities to be

    Charlotte Long EXP Realty, LLC

    Lot 2 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • /2

    $195,000

    • Land
    • 5.41 Acres
    • $36,044 per Acre

    Lot 1 Mt. Pleasant F Drayden Rd, Drayden, MD 20630

    Lot 1 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, private, flat 5.41 acre lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. Approved perc for septic, utilities to be installed underground, call with any questions.

    Charlotte Long EXP Realty, LLC

    Lot 1 Mt. Pleasant F Drayden Rd, Drayden, MD 20630
  • /5

    $485,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,448 Sq Ft

    44947 Blackistone Cir, Hollywood, MD 20636

    Dawn Popham Samson Properties

    44947 Blackistone Cir, Hollywood, MD 20636
  • /5

    $750,000

    • Land
    • 82.74 Acres
    • $9,065 per Acre

    0 Saint Andrews Church Rd, California, MD 20619

    Mike Jordan CENTURY 21 New Millennium

    0 Saint Andrews Church Rd, California, MD 20619
  • /35

    $450,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,548 Sq Ft

    45429 Englewood Way, California, MD 20619

    Luxury Living in Style describes this stunning end unit townhome with 2,548 finished sq ft in a premium location close to schools, shopping, restaurants and commuter routes in California, Maryland. This beautifully maintained 3-level end-unit of superb living space including a fully finished basement. With 3 spacious bedrooms, 3 full bathrooms, and a convenient half bath, there’s room for

    Mary Chambers JPAR Real Estate Professionals

    45429 Englewood Way, California, MD 20619
  • /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
  • /6

    $599,900 New Construction

    • 4 Beds
    • 3 Baths
    • 1,860 Sq Ft

    23570 Myrtle Point Rd, California, MD 20619

    Step into a rare opportunity to bring your vision to life! This beautifully framed and securely enclosed home sits on a private wooded lot, offering the ideal blend of structure and creative freedom. With the roof completed and the framework in place, you’re perfectly positioned to take the reins and make this home truly your own.Now is the perfect time to personalize every detail—from

    Chris Norris JR. Topside Realty

    23570 Myrtle Point Rd, California, MD 20619
  • /53

    $799,900 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    16394 Thomas Rd, Piney Point, MD 20674

    Coastal Living at its Finest on St George IslandThis custom home, located on a prime water-view lot, offers a spacious and open floor plan, with an abundance of windows and doors that flood the interior with natural light. Enjoy serene sunsets and the calming sound of the river waves from the expansive 55 x 8 waterside deck. For morning tranquility, the 55 x 6 back deck provides stunning

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    16394 Thomas Rd, Piney Point, MD 20674
  • /61

    $369,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft

    Nassau Cove Plan at Wildewood Village 55+, California, MD 20619

    The Nassau Cove truly lives up to its name. Enter this attached home through the one-car garage and step right into the gorgeous gourmet kitchen. Its large center island overlooks both the inviting great room and the formal dining space. Entertain family and friends here or outside on the optional outdoor patio. The main level also includes your luxury owner’s suite, which features a dual vanity

    Builder Photo

    Ryan Homes

    Builder

    23058 Wetstone Ln Unit 36143064, California, MD 20619
  • /21

    $439,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,369 Sq Ft

    Barbados Isle Plan at Wildewood Village 55+, California, MD 20619

    The Barbados Isle villa is a paradise of main-level living. Enter through the grand foyer or 2-car garage and find a spacious floor plan offering plenty of room to entertain. In the gourmet kitchen, an island and dinette open to the great room, providing abundant space for hosting family and friends. 2 comfortable bedrooms and a full bath are ideal for overnight guests. Inside your luxury owner’s

    Builder Photo

    Ryan Homes

    Builder

    23058 Wetstone Ln Unit 36143063, California, MD 20619
  • /21

    $949,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,080 Sq Ft

    23622 Kingston Shores Ln, California, MD 20619

    New construction to be built. Lot is currently vacant. Homeowner may choose from several different floor plans. Traditional 2 story colonial, master down, in- law suite , etc. 4-5 bedroom models available. Come see this beautiful waterfront property on protected Kingston Creek, waiting for your vision of your forever home. Select of model of your choosing and customize it to your taste and

    Brandi Bradshaw Keller Williams Select Realtors of Annapolis

    23622 Kingston Shores Ln, California, MD 20619
  • /35

    $559,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    17490 Lighthouse Commons Dr, Piney Point, MD 20674

    Lighthouse Commons | Piney PointNew Construction | Ready July 2025This popular 4-bedroom home, thoughtfully upgraded for modern living. Highlights include granite countertops, stainless steel appliances, and luxury vinyl plank flooring throughout the main level. The master suite features a custom-tiled shower, while 9' ceilings add an airy feel. Exterior upgrades include a sodded lawn

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    17490 Lighthouse Commons Dr, Piney Point, MD 20674
  • /22

    $729,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    18665 Hebb Way, Drayden, MD 20630

    TO BE BUILT; this pictured beautiful custom home on over 5 acres nestled in the Drayden countryside offers tranquility and expansive sunset skies, while still being within 15 minutes of schools and shopping! A Mednick Construction Home which includes 3 bedroom/2.5 baths, 9' ceilings, upgraded finishes, utilities, well, septic, permits and everything you need to have a move in ready beautiful

    Charlotte Long EXP Realty, LLC

    18665 Hebb Way, 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
  • /7

    $720,000 New Construction

    • 4 Beds
    • 4 Baths
    • 2,650 Sq Ft

    41810 Chelsey Faye Ln, Leonardtown, MD 20650

    Introducing a stunning 4-bedroom, 2.5-bathroom detached home to be built with exceptional quality by Graham & Co Custom Creations. Building a custom home allows you to choose between the standard home on a crawl space or opt for a basement foundation for an additional cost, giving you the opportunity to personalize this beautiful dwelling to your exact needs. If there is some other

    Jessica Ascenzo JPAR Real Estate Professionals

    41810 Chelsey Faye Ln, Leonardtown, MD 20650
  • /68

    $794,905 New Construction

    • 4 Beds
    • 3.5 Baths

    19106 Windsor Ct, Valley Lee, MD 20692

    Immediate OCCUPANCY ** One ACRE Plus WOODED Level LOT ** THREE CAR GARAGE ** STUDY w/Accent Wall ** GOURMET Kitchen w/level 4 QUARTZ ** Custom BOX Ceiling above ISLAND ** FRENCH Door Refrigerator ** DOUBLE Wall Oven ** Custom PANTRY ** Upgraded LUXURY Vinyl Flooring** MASTER Suite w/ BOX Ceiling ** Walk in Closet W/CUSTOM Shelving ** MASTER Walk in SHOWER w/ Nitches & Accent Tile ** STONE

    Lisa Riggleman RE/MAX One

    19106 Windsor Ct, Valley Lee, MD 20692
  • /3

    $530,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,627 Sq Ft

    41815 Chelsey Faye Ln, Leonardtown, MD 20650

    Warm, charming with style on CHELSEY FAYE. The Chelsey Model Home is a modestly sized one story design that is loaded with all the necessities. Beautiful white siding and stained timber accents are perfect material choices for the farmhouse style. Offering an open main level with one large space for living and dining. The family room has a high ceiling. Enjoy the cozy ambiance of this home

    Jessica Ascenzo JPAR Real Estate Professionals

    41815 Chelsey Faye Ln, Leonardtown, MD 20650
  • /36

    $859,900 New Construction

    • 4 Beds
    • 2.5 Baths

    40533 Breton Knolls Ct, Leonardtown, MD 20650

    TO BE BUILT - Introducing the "Patriot," a magnificent 4-bedroom, 2.5-bathroom abode spanning 4,058 square feet of luxury living. As you step inside, you are greeted by an open layout that radiates warmth and spaciousness. The heart of the home, a two-story family room with fireplace, is bathed in natural light, creating an inviting atmosphere for entertaining and relaxation. Cook gourmet

    Michele Posey RE/MAX Realty Group

    40533 Breton Knolls Ct, Leonardtown, MD 20650
  • /8

    $750,000 New Construction

    • 4 Beds
    • 3.5 Baths

    46175 N Greens Rest Dr, Great Mills, MD 20634

    One of the few remaining pristine lots left in Riverside Farms! 1.63 acre lot . 3500+ sq. ft. custom rambler with 4BR, 3-4 BA, basement with 9 ft. ceilings, 3 car sideload garage, and much more! This desirable neighborhood offers a community park, ball fields, walking trails, picnic areas, and community pier. A perfect place for your family! Conveniently located close to Leonardtown and Pax

    Joe and Judi Limerick CENTURY 21 New Millennium

    46175 N Greens Rest Dr, Great Mills, MD 20634
  • /34

    $899,900 Coming Soon

    • 4 Beds
    • 2 Baths
    • 2,322 Sq Ft

    16460 Sayre Point Ln, Piney Point, MD 20674

    Waterfront Property on Saint George Island –Original owners are offering this rare opportunity to own a beautifully maintained waterfront home on sought-after Saint George Island. Situated on a combined 1.4-acre parcel that includes both the waterfront and house lot, this property offers serene views, and direct access to St. George’s Creek via a private pier adding easy access by boat to

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    16460 Sayre Point Ln, Piney Point, MD 20674
  • /3

    $485,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,536 Sq Ft

    44892 Golden Eye Ct, Callaway, MD 20620

    Welcome to 44892 Golden Eye Ct, a beautifully maintained home in the Hunting Quarters community of Callaway. This home was upgraded with a new roof in 2021 featuring 50-year shingles and in 2023, a fully owner-owned solar system installed by Energy Select, making it a true Net Zero home with outstanding energy efficiency and long-term savings.The backyard is ideal for both relaxing and

    Dawn Riley RE/MAX One

    44892 Golden Eye Ct, Callaway, MD 20620
  • /54

    $1,149,900 Coming Soon

    • 3 Beds
    • 3.5 Baths
    • 3,750 Sq Ft

    44973 Smiths Nursery Rd, Hollywood, MD 20636

    Welcome to this exceptional waterfront property on 2.13 acres with breathtaking views of Cuckold Creek and direct access to the Patuxent River. This one-owner home has been lovingly maintained since the day it was built and now offers an extraordinary opportunity for its next chapter.The main level boasts more than 2,500 square feet of living space, featuring three bedrooms, two full baths,

    Jennifer Goddard CENTURY 21 New Millennium

    44973 Smiths Nursery Rd, Hollywood, MD 20636
  • /10

    $595,000 Coming Soon

    • 5 Beds
    • 2.5 Baths
    • 4,112 Sq Ft

    21039 Woodmere Dr, Leonardtown, MD 20650

    ***COMING SOON*** More exterior and interior photos coming. Roof replaced December 2022, Septic last pumped in 2023, New air conditioning and Heat Pump replaced September 2023, 73 Gallon Hot water heater replaced in 2017. This spacious and well-maintained Colonial style home offers privacy and convenience, set on a secluded lot surrounded by trees with an open yard and a fully fenced

    Wayne & Christine Floyd RE/MAX Realty Group

    21039 Woodmere Dr, Leonardtown, MD 20650
  • /4

    $249,500 Coming Soon

    • 2 Beds
    • 2.5 Baths
    • 1,693 Sq Ft

    20861 Harlequin Ln, Callaway, MD 20620

    Fantastic opportunity in a GREAT location! 2 minutes to shopping and dining. Easy commute to Pax River NAWCAD and Leonardtown. The original floorplan was reconfigured to create 2 very large bedrooms, each with a private full bath. Upgraded with new vanities and fixtures and LVP (luxury vinyl plank) flooring throughout the upper level, INCLUDING THE STAIRS! The unfinished lower level allows for an

    Catherine Rose RE/MAX One

    20861 Harlequin Ln, Callaway, MD 20620
  • /2

    $335,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,092 Sq Ft

    23849 Point Lookout Rd, Leonardtown, MD 20650

    More Photos to come on 9/16. Excellent one level living in Leonardtown just past the high school, NO HOA, and sits on 1.5 acres of land. Front door was replaced in 2018; the rest of the doors and windows were replaced in 2025. Neer shingles replaced in 2015, the hall bathroom updated in 2024. Kitchen features a center island, which leads to a large outdoor deck for grilling and entertaining.

    Perry Hayden CENTURY 21 New Millennium

    23849 Point Lookout Rd, Leonardtown, MD 20650
  • /2

    $474,900 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 2,232 Sq Ft

    44183 Goldenzelle Way, California, MD 20619

    Welcome to 44183 Goldenzelle Way — a beautifully maintained 4-bedroom, 3.5-bath end-unit townhome nestled in the sought-after Wildewood neighborhood of California, MD. This spacious and light-filled home offers the perfect blend of comfort, style, and convenience.Step inside to discover open-concept living spaces bathed in natural light, ideal for both relaxing and entertaining. The

    Matthew Burgan Infinitas Realty Group

    44183 Goldenzelle Way, California, MD 20619
  • /2

    $325,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,431 Sq Ft

    23560 F D R Blvd Unit 301, California, MD 20619

    OPEN HOUSE on Sunday 9/14 from 2-4! Welcome home to this beautifully renovated third floor condo unit! This unit is larger than most units in this building! It features 2 bedrooms and 2 full bathrooms. You will love the open concept feel with the kitchen, living room, and dining room open to one another. The kitchen features new quartz countertops, stainless steel appliances (wifi), and a

    Kristen Willets RE/MAX One

    23560 F D R Blvd Unit 301, California, MD 20619

Showing Results 121 - 160, Page 4 of 5

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