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Homes for Sale near Mechanicsville Mennonite School

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    $549,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    24140 Wheatherby Dr, Hollywood, MD 20636

    You could be the best of the neighborhood in this beautiful well kept home on one of the largest lots (1.3acres) in the subdivision. Seller is replacing the carpet and doing some touch up painting to make this property prestine and move in ready. Cozy up in the Family Room with the gas fireplace or use as ambience with your beautiful kitchen. 4 Bedrooms, 2.5 Baths, 2 Car Garage with plenty of

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (240) 226-1475

    24140 Wheatherby Dr, Hollywood, MD 20636
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    $355,000 Open House 6/07

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    24554 Pin Cushion Rd, Leonardtown, MD 20650

    Welcome to your next adventure! This almost all brick rambler sits on 1.26 acres with NO HOA — giving you the freedom to live how you want. Inside, you’ll find 3 bedrooms, 2 full baths, and a private primary suite ready to be your personal retreat. Outside, enjoy a detached carport, a storage shed for all your gear, and a super convenient U-shaped driveway. The location can’t be beat — minutes to

    Agent Photo

    Connie Fitzgerald

    RE/MAX Closers

    (240) 571-2982

    24554 Pin Cushion Rd, Leonardtown, MD 20650
  • /82

    $574,000

    • 5 Beds
    • 2.5 Baths
    • 3,238 Sq Ft

    23075 Hollywood Rd, Leonardtown, MD 20650

    Built in 1942, this 5-bedroom, 2.5-bath home offers over 3,200 square feet of character-filled living space Original hardwood floors, arched openings, detailed trim work, and vintage glass door knobs are just a few of the timeless details that give this home its warmth and soul—while updates like a newer heating system, domestic hot water, roof, and refreshed bathrooms bring you everyday

    Katy Galloway CENTURY 21 New Millennium

    23075 Hollywood Rd, Leonardtown, MD 20650
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    $649,999

    • 5 Beds
    • 3.5 Baths
    • 3,907 Sq Ft

    41430 Whimsical Ct, Leonardtown, MD 20650

    This home is a MUST SEE!!!!Spacious 5-Bedroom Colonial with Coveted First-Floor Suite & Finished Basement Welcome to this beautifully maintained 5-bedroom 3.5-bath Colonial home, ideally situated in one of the area's most sought-after communities. With classic curb appeal, generous living space, and thoughtful updates throughout, this home is perfect for growing families, multi-generational

    Kristen Quinn Realty Navigator

    41430 Whimsical Ct, Leonardtown, MD 20650
  • /75

    $599,900

    • 3 Beds
    • 3.5 Baths
    • 3,188 Sq Ft

    23578 Pine Bluff Way, Leonardtown, MD 20650

    LOCATION...LOCATION...LOCATION! THIS LOVELY HAYDEN MODEL IS NESTLED RIGHT AT THE HEAD OF THE VILLAGE GREEN IN DESIRABLE LEONARD'S GRANT NEIGHBORHOOD. 3 BEDROOMS AND 2 FULL BATHS ON SECOND LEVEL AND A PARTIALLY FINISHED BASEMENT TO INCLUDE REC ROOM AND FULL BATH. UNFINISHED SPACE COULD BE FINISHED FOR THE 4TH BEDROOM OR GREAT STORAGE. OPEN FLOOR PLAN FEATURES HARDWOOD FLOORS, GRANITE

    Jennifer Mullennix CENTURY 21 New Millennium

    23578 Pine Bluff Way, Leonardtown, MD 20650
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    $649,900

    • 6 Beds
    • 4.5 Baths
    • 6,311 Sq Ft

    23275 Jenifer Ct, Leonardtown, MD 20650

    Welcome to this three-level home located in the Single Tree community, just a short walk from vibrant downtown. Boasting over 6,700 square feet of beautifully designed living space, this home offers 6 bedrooms, 4.5 bathrooms, and a thoughtfully crafted layout perfect for both everyday living and entertaining.The main level features gleaming hardwood floors, a soaring two-story family room

    Jennifer Goddard CENTURY 21 New Millennium

    23275 Jenifer Ct, Leonardtown, MD 20650
  • /93

    $699,900

    • 5 Beds
    • 3.5 Baths
    • 4,046 Sq Ft

    41402 Silver Charm Ct, Leonardtown, MD 20650

    Welcome to your new home -- this stunning Colonial with 5 bedrooms, 3 full bathrooms and 1 half bathroom, 3300+ square feet and a finished basement are move in ready! New carpet has been installed and the entire house has been painted and pressure washed. Brand new Hardie plank fiber cement siding in deep ocean blue was installed in 2019. As you enter the grand foyer, wood floors lead you

    Kelly Padgett CENTURY 21 New Millennium

    41402 Silver Charm Ct, Leonardtown, MD 20650
  • /58

    $700,000 Open Sat 9AM - 12PM

    • 6 Beds
    • 4.5 Baths
    • 4,650 Sq Ft

    23687 Coventry Dr, Leonardtown, MD 20650

    Seize the opportunity to make this stunning, move-in-ready 6-bedroom, 4.5-bath home your own! Nestled on a prime corner lot in the sought-after Leonard's Grant community, this home offers over 5500 square feet of luxurious living space and an impressive list of features. From the gourmet kitchen to the fully finished home theater, every inch of this home is designed for comfort, convenience, and

    Lesa Clark Redfin Corp

    23687 Coventry Dr, Leonardtown, MD 20650
  • /31

    $675,000

    • 4 Beds
    • 3.5 Baths
    • 3,858 Sq Ft

    23266 Clarks Rest Rd, Leonardtown, MD 20650

    This gorgeous Pinehurst model in Clark's Rest community is not going to last long! This home has 4BR/3.5BA located on large corner home site, Open floor plan, with upgraded Kitchen appliances and gas cook-top and granite counter tops. Hardwood flooring throughout , upgraded lighting with recessed lighting in the kitchen, large walk-in Pantry, freshly painted walls, separate formal dining room,

    Kelly Padgett CENTURY 21 New Millennium

    23266 Clarks Rest Rd, Leonardtown, MD 20650
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    $669,900

    • 5 Beds
    • 3.5 Baths
    • 4,738 Sq Ft

    23534 Belmar Dr, Leonardtown, MD 20650

    PRICE REDUCTION! Discover unparalleled luxury at 23534 Belmar Drive, an extraordinary residence nestled in the prestigious Leonard’s Grant neighborhood of Leonardtown, MD. This impressive home boasts over 5,000 square feet of refined living space, seamlessly blending comfort, style, and modern functionality in one of St. Mary’s County’s most sought-after communities.Step inside to experience a

    Bill Oosterink CENTURY 21 New Millennium

    23534 Belmar Dr, Leonardtown, MD 20650
  • /85

    $699,900

    • 4 Beds
    • 3.5 Baths
    • 4,019 Sq Ft

    23055 Town Run Dr, Leonardtown, MD 20650

    Stunning Clarke Model by Quality Built HomesLocated in the desirable Meadows at Town Run, this 4-bedroom, 3.5-bath home offers over 4,000 square feet of living space, including a finished lower level. Built in 2021, this home is just a few years old and has been meticulously maintained.Enjoy a prime location with Duke Elementary and the library within walking distance, Downtown

    Laura Bernth RE/MAX One

    23055 Town Run Dr, Leonardtown, MD 20650
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    $635,000

    • 5 Beds
    • 4 Baths
    • 3,540 Sq Ft

    23348 Lindsay Dr, Leonardtown, MD 20650

    Pictures coming Friday! Welcome to 23348 Lindsay Dr, a stunning 5-bedroom, 4-full-bath home nestled in the beautiful Clark's Rest community.This colonial-style home is in pristine condition and has been meticulously maintained. It offers the perfect blend of classic charm and modern convenience, including a sought-after first-floor bedroom and full bath. The open floor plan features a gorgeous

    Christi Turman-Rojas Fairfax Realty Premier

    23348 Lindsay Dr, Leonardtown, MD 20650
  • /75

    $649,900

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

    41536 Fairwood Ct, Leonardtown, MD 20650

    PRICE IMPROVEMENT! This home is less than 2 years young in the sought after, planned Clarks Rest community! Four (4) Bedrooms, Three (3) Full Baths, Powder Room Main Floor, and Two (2) Car Garage with EV Charger. When you enter the Two Story Foyer, you'll be welcome to the Formal Living Room on the right with the Formal Dining Room to the left and open to the Family Room with Gas Fireplace.

    Lynn Smithburger CENTURY 21 New Millennium

    41536 Fairwood Ct, Leonardtown, MD 20650
  • /45

    $725,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 3.5 Baths
    • 5,928 Sq Ft

    26725 N Earnshaw Way, Mechanicsville, MD 20659

    FREE pool opening to buyer! All Brick almost 6000 sq ft Rambler with metal roof on over 5 acres. NEW windows, 3 NEW Heat pumps (zoned) HUGE kitchen with island, GLEAMING Hardwood flooring throughout the main level, 3 Beautiful fireplaces, COMPLETELY REMODELED Main and Hall bath, 2ND Kitchen/Bar area in basement, INGROUND POOL and POOL HOUSE with 2 additional bathrooms/showers, oversized

    Tonia Parent RE/MAX Realty Group

    26725 N Earnshaw Way, Mechanicsville, MD 20659
  • /64

    $650,000 Open Sun 12PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,948 Sq Ft

    22626 Chickadee Ln, Leonardtown, MD 20650

    PRICE REDUCED!! Welcome to your new home in the lovely Avenmar Community! Upon entering your new home you’re greeted by a stunningly adorned 2 story foyer. As you make your way around the lower level you will find a formal living and dining room with a timeless trim work design and new LVP installed in 2022. Walking into the kitchen you have an open concept flowing seamlessly into your family

    Dillon Wise JPAR Real Estate Professionals

    22626 Chickadee Ln, Leonardtown, MD 20650
  • /22

    $569,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    26366 Mar A Lee Ct, Mechanicsville, MD 20659

    *** To Be Built with permit in hand**** Welcome to your dream home in the heart of Mechanicsville! Nestled on a quiet dead-end street, this stunning colonial boasts an abundance of space and breathtaking features. The main level is the perfect layout with a home office, the fabulous kitchen with granite countertops and stainless steel appliances will make meal preparation a pleasure, spacious

    Robin Cavallaro RE/MAX Realty Group

    26366 Mar A Lee Ct, Mechanicsville, MD 20659
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    $425,750

    • 3 Beds
    • 2 Baths
    • 1,992 Sq Ft

    23730 Hicks Dr, Leonardtown, MD 20650

    Welcome to 23730 Hicks Drive – a charming, move-in ready rambler with room to grow! This beautifully updated 3-bedroom, 2-bath home sits on a spacious half-acre lot and features a walk-out basement, newer roof, windows, siding, gutters, and furnace. Inside, you’ll find brand new LVP flooring, recessed lighting in the kitchen, living room, and basement, and abundant natural light

    Kimberlee Randall Group EXP Realty, LLC

    23730 Hicks Dr, Leonardtown, MD 20650
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    $415,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft

    42544 Anne Ct, Hollywood, MD 20636

    Discover the potential of 42544 Anne Ct, a solid brick home nestled in the desirable Hollywood, MD community. Featuring 3 bedrooms and 2 bathrooms plus living and entertaining spaces upstairs and down, this home offers a flexible layout perfect for a variety of lifestyles. Enjoy stainless steel appliances, an attached 2-car garage, and upper and lower decks for relaxing or entertaining. With a

    William Rabbitt The Southside Group Real Estate

    42544 Anne Ct, Hollywood, MD 20636
  • /26

    $199,900

    • 3 Beds
    • 1 Bath
    • 840 Sq Ft

    24645 Hollywood Rd, Hollywood, MD 20636

    Welcome to 24645 Hollywood Rd, a charming Cape Cod nestled on a spacious 1.2-acre lot in the picturesque town of Hollywood, MD. This delightful home features three inviting bedrooms and a full bathroom, making it an ideal choice for first-time buyers or those seeking a cozy retreat. The property offers a perfect blend of character and comfort, providing ample space for outdoor activities and

    Dennis Burks CENTURY 21 New Millennium

    24645 Hollywood Rd, Hollywood, MD 20636
  • /61

    $444,900 Open Sat 10AM - 12PM

    • 3 Beds
    • 3.5 Baths
    • 2,379 Sq Ft

    23445 Grovewood Ct, Leonardtown, MD 20650

    Welcome to 23445 Grovewood Court, an exquisitely maintained residence in the esteemed Clark's Rest community, where sophistication and serenity converge. This splendid 3-bedroom, 3.5-bath townhome offers an elevated living experience, combining impeccable design with unparalleled comfort. Step inside to discover an expansive and luminous open-concept floor plan, enhanced by refined finishes and

    John Gatton CENTURY 21 New Millennium

    23445 Grovewood Ct, Leonardtown, MD 20650
  • /59

    $1,200,000

    • 3 Beds
    • 2 Baths
    • 3,014 Sq Ft

    41998 Pleasant Valley Ct, Hollywood, MD 20636

    Welcome to 41998 Pleasant Valley Dr! This stunning one-level rambler is situated on 17 acres of serene land, offering the perfect blend of comfort and luxury. Enjoy spacious living with a 2-car attached garage and beautiful views of a peaceful pond. The open concept floor plan features a large living room with vaulted ceilings and a cozy gas fireplace, perfect for relaxation. Step outside to a

    Deanna Havenner CENTURY 21 New Millennium

    41998 Pleasant Valley Ct, Hollywood, MD 20636
  • /3

    $95,000

    • Land
    • 0.84 Acre
    • $113,095 per Acre

    41815 Chelsey Faye Ln, Leonardtown, MD 20650

    Prime Build-Ready Lot – Bring Your Dream Home to Life!Discover the perfect canvas for your dream home on this beautiful [size] acre lot in [location]! This perc-tested property is ready for construction, offering the flexibility to bring your own builder or partner with Graham & Co Custom Creations to design and build a custom home tailored to your vision.Located in a serene

    Jessica Ascenzo JPAR Real Estate Professionals

    41815 Chelsey Faye Ln, Leonardtown, MD 20650
  • /90

    $469,990 Open Sun 2PM - 3:30PM

    • 3 Beds
    • 3 Baths
    • 2,512 Sq Ft

    41925 Nazareth Ct, Leonardtown, MD 20650

    DESIRED SCHOOL DISTRICT, SUBDIVISION & TOWN! 3 LEVELS of SPACIOUS LIVING! This beautiful Colonial home is nestled in the highly sought-after Academy Hill subdivision of Historic Leonardtown. Sitting on an end lot that backs to trees on .27 acres, it boasts a fenced backyard with a durable 2-year-old vinyl privacy fence —an ideal setting for privacy and entertaining on your deck. The three-level

    Dawn Bell RE/MAX One

    41925 Nazareth Ct, Leonardtown, MD 20650
  • /32

    $449,900

    • 3 Beds
    • 3 Baths
    • 2,028 Sq Ft

    22362 Armstrong Dr, Leonardtown, MD 20650

    Charming Home with a Rare Double Lot in Society Hill, Leonardtown, MDNestled in the desirable Society Hill neighborhood of Leonardtown, this one-of-a-kind property offers a rare opportunity with its expansive double lot—a true gem in the community. While the home retains a timeless charm, it presents an exciting chance to add your personal touch and modern updates.Inside, you'll

    Chris Hill CENTURY 21 New Millennium

    22362 Armstrong Dr, Leonardtown, MD 20650
  • /4

    $95,000

    • Land
    • 1.00 Acre
    • $95,000 per Acre

    26181 S Sandgates Rd, Mechanicsville, MD 20659

    Discover the perfect opportunity to build your dream home on this 1-acre buildable lot at 26181 S Sandsgate Rd, Mechanicsville, MD. This flat lot comes with recorded percs, making it ready for development. Enjoy the privacy of a spacious property while still being conveniently located near local amenities. Don’t miss out on this prime piece of land!

    William Rabbitt The Southside Group Real Estate

    26181 S Sandgates Rd, Mechanicsville, MD 20659
  • /8

    $630,000

    • Land
    • 0.55 Acre
    • $1,145,455 per Acre

    Parcel 480 Washington St, Leonardtown, MD 20650

    Prime commercial lot in downtown Leonardtown! This cleared, level lot offers endless business opportunities in a high-visibility location. Conveniently situated near popular restaurants and shops, making it ideal for retail, office space, or investment. Don't miss this rare opportunity!

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    Parcel 480 Washington St, Leonardtown, MD 20650
  • /9

    $739,900

    • 3 Beds
    • 2.5 Baths
    • 3,478 Sq Ft

    23773 Meredith Ct, Hollywood, MD 20636

    Spacious home in desirable Hollywood location. (Abell's Ridge) The main level greets you with hardwood flooring in the Foyer. Large owners suite with two walk in closets. The owner's full bath features tile flooring, a double jetted soaking tub, separate shower.Four car garage with work area of garage heated. New HVAC in 2023. Fireplace has wood stove insert. Unfinished basement .

    Gloria Abell Coldwell Banker Jay Lilly Real Estate

    23773 Meredith Ct, Hollywood, MD 20636
  • /6

    $180,000

    • Land
    • 1.49 Acres
    • $120,805 per Acre

    40624 Breton Oaks Ln, Leonardtown, MD 20650

    Charming Cul-de-Sac Lot in Breton Oaks – No HOA!Discover the perfect place to build your dream home on this beautiful, private lot located in the peaceful cul-de-sac of Breton Oaks. This small, custom-built subdivision offers a tranquil setting, with all homes in the neighborhood uniquely designed by St. Maries Builders. You can choose to build with them or bring your own builder to bring

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    40624 Breton Oaks Ln, Leonardtown, MD 20650
  • /5

    $535,000

    • 3 Beds
    • 3 Baths
    • 2,952 Sq Ft

    25365 Point Lookout Rd, Leonardtown, MD 20650

    Unique property : Residential AND Commercial !!! Both are presently rented. The two story home has 3 bedrooms, one bath, replaced furnace, window AC units, storage, partial unfinished basement. Needs updating. The former Doctor's office has had some updating recently. New heat pump last year. Both are on separate electric meters, heating and cooling systems. Ample parking behind building for both

    Jan Barnes CENTURY 21 New Millennium

    25365 Point Lookout Rd, Leonardtown, MD 20650
  • /7

    $12,500

    • Land
    • 0.92 Acre
    • $13,587 per Acre

    26819 Valley Cir, Mechanicsville, MD 20659

    Buyer is responsible for their own due diligence.

    Bryce Jenifer Keller Williams Legacy

    26819 Valley Cir, Mechanicsville, MD 20659
  • /7

    $225,000

    • Land
    • 2.56 Acres
    • $87,891 per Acre

    26350 Three Notch Rd, Mechanicsville, MD 20659

    **Prime Commercial Opportunity on 2.56 Acres with Excellent Visibility!**This **corner lot** boasts approximately 750 feet of road frontage on busy Route 235 northbound, offering fantastic visibility and accessibility for your business. Zoned **RCL**, this property provides a wide range of commercial possibilities (county verification required), making it a flexible choice for

    Jessica Raley CENTURY 21 New Millennium

    26350 Three Notch Rd, Mechanicsville, MD 20659
  • /2

    $125,000

    • Land
    • 3.13 Acres
    • $39,936 per Acre

    42070 Seabrook Ln, Hollywood, MD 20636

    Over three acres of buildable land in Hollywood! Conviently located off of McIntosh Road, with easy proximity to Hollywood or Leonardtown. Property is approved for a mound septic system. Come visit today and build your dream home.

    John Gatton CENTURY 21 New Millennium

    42070 Seabrook Ln, Hollywood, MD 20636
  • /2

    $225,000

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

    0 Wathen Rd, Leonardtown, MD 20650

    NEW CONSTRUCTION TO BE BUILT. This stunning lot is co-marketed with Caruso Homes, featuring the impressive DEERFIELD model—a four-bedroom floor plan with the option to include a convenient In-Law suite on the main level. Embrace the joy of gathering with loved ones in this thoughtfully designed open-concept home, highlighted by a spacious great room seamlessly connected to the kitchen. The

    Amber Williams Amber & Company Real Estate

    0 Wathen Rd, Leonardtown, MD 20650
  • /3

    $200,000

    • Land
    • 8 Acres
    • $26,385 per Acre

    22501 Bull Rd, Leonardtown, MD 20650

    Price Reduction! Only 5 lots left! Breton Knolls is a 24 lot subdivision in Leonardtown of 1-7.5 acre lots. HOA of $300 annually with a $500 initial capital contribution

    Mark Posey Greenmark Real Estate

    22501 Bull Rd, Leonardtown, MD 20650
  • /3

    $195,000

    • Land
    • 1.87 Acres
    • $104,278 per Acre

    40533 Breton Knolls Ct, Leonardtown, MD 20650

    Price Reduction! Only 5 lots left in Breton Knolls. Breton Knolls is a 24 lot subdivision in Leonardtown with 1 - 7.5 acre lots. HOA of $300 annually with a $500 initial capital contribution

    Mark Posey Greenmark Real Estate

    40533 Breton Knolls Ct, Leonardtown, MD 20650
  • /3

    $200,000

    • Land
    • 4.83 Acres
    • $41,408 per Acre

    24645 Springhill Ln, Leonardtown, MD 20650

    Breton Knolls is a 24-lot subdivision, conveniently located in Leonardtown, featuring lot sizes from 1 - 7 acres. Bring your own builder or ask us about one of our preferred builders. Breton Knolls HOA is $300 annually with an initial capital contribution of $500 per lot. Please contact us for additional information or to schedule a private showing.

    Mark Posey Greenmark Real Estate

    24645 Springhill Ln, Leonardtown, MD 20650
  • /2

    $35,000

    • Land
    • 0.37 Acre
    • $94,595 per Acre

    0 Holly Ln Unit MDSM2023572, Mechanicsville, MD 20659

    Welcome to your future haven on this expansive 16,117 square foot lot, perfectly positioned near the Cape St Mary's Marina at the end of the street. This prime location offers a harmonious blend of tranquility and convenience, with nearby attractions such as Seabreeze Restaurant, Snow Hill Park, Budds Creek Motocross Park, Potomac Speedway, and the breathtaking Chesapeake Bay. Enjoy seamless

    Samara Dinnius JPAR Real Estate Professionals

    0 Holly Ln Unit MDSM2023572, Mechanicsville, MD 20659
  • /2

    $229,991

    • 4 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    24399 Morgan Rd, Hollywood, MD 20636

    Diamond in the rough! Solid vintage home on large corner lot is ready for one lucky owners sweat equity or for easy renovation financing. Completed improvements are in; new roof, economical oil fired boiler for wonderful radiant hot water baseboard heat, replacement thermopane windows, environmentally sound mound septic system and more! List price reflects being sold AS IS. Visit soon and see

    Juan Aranda CENTURY 21 New Millennium

    24399 Morgan Rd, Hollywood, MD 20636
  • /2

    $60,000

    • Land
    • 2.25 Acres
    • $26,667 per Acre

    0 Loveville Rd, Mechanicsville, MD 20659

    Samara Dinnius JPAR Real Estate Professionals

    0 Loveville Rd, Mechanicsville, MD 20659
  • /2

    $149,000

    • Land
    • 1.00 Acre
    • $149,000 per Acre

    24305 Joe Charles Ln, Clements, MD 20624

    Curtis Francis Bennett Realty Solutions

    24305 Joe Charles Ln, Clements, MD 20624

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