13,215

Hollywood, MD Homes

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  • /25

    $569,900

    Sold Feb 27, 2026

    26366 Mar A Lee Ct, Mechanicsville, MD 20659

    • 4 Beds
    • 2.5 Baths
    • 2,280 Sq Ft
    • Built 2026

    Last Sold Summary

    • $250/SF
    • 988 Days On Market

    Current Estimated Value $565,667

    Last Listing Agent Robin Cavallaro RE/MAX Realty Group

    26366 Mar A Lee Ct, Mechanicsville, MD 20659
    • /30

      Est $746,236

      Not Listed For Sale

      23024 Thornbury Dr, Hollywood, MD 20636

      • 5 Beds
      • 3.5 Baths
      • 4,872 Sq Ft
      • Built 2009
      23024 Thornbury Dr, Hollywood, MD 20636

      Last Sold Summary

      • 10% Above List Price
      • $140/SF
      • 12 Days On Market
      • Last Sold Price $680,000
      • Sep 29, 2023

      Last Listing Agent Takeya White Remax 100

  • /5

    $69,500

    $20K PRICE DROP
    • Land
    • 27,442 Sq Ft
    • $110,317 per Acre

    42209 Ridge Rd, Mechanicsville, MD 20659

    Motivated seller! Bring all offers. Discover a rare opportunity to own a stunning 0.63-acre waterfront parcel in the coveted St. Marys Beach community. With an impressive stretch of ocean frontage, this land offers unparalleled access to the serene beauty of coastal living. Imagine waking up to the soothing sounds of waves and the gentle ocean breeze, creating a perfect backdrop for your dream

    Marvena Baird Samson Properties

    42209 Ridge Rd, Mechanicsville, MD 20659
  • /59

    $620,000

    Sold Oct 30, 2025

    24334 Daphne Dr, Hollywood, MD 20636

    • 4 Beds
    • 3.5 Baths
    • 3,605 Sq Ft
    • Built 2017

    Last Sold Summary

    • $172/SF

    Current Estimated Value $633,149

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    24334 Daphne Dr, Hollywood, MD 20636
    • /69

      Est $1,698,674

      Not Listed For Sale

      24278 Half Pone Point Rd, Hollywood, MD 20636

      • 5 Beds
      • 4 Baths
      • 5,548 Sq Ft
      • Built 1988
      24278 Half Pone Point Rd, Hollywood, MD 20636

      Last Sold Summary

      • $306/SF
      • 79 Days On Market
      • Last Sold Price $1,695,000
      • Aug 25, 2023

      Last Listing Agent Chris McNelis BHHS PenFed (actual)

  • /41

    $479,900

    New Construction Pending
    • 4 Beds
    • 3.5 Baths

    Lot 141 - 23653 Dragonfly Ln, Leonardtown, MD 20650

    **TO BE BUILT**** Homesite 141 - Oakley D1 End Unit ***October Delivery**** ***Choose your color scheme from of our available options** 2,966 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Oakley D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of Leonardtown, Maryland. This expansive 2,966 sq ft home offers generous

    Laura Bernth RE/MAX One

    Lot 141 - 23653 Dragonfly Ln, Leonardtown, MD 20650
  • /48

    $469,900

    Sold Sep 18, 2025

    23664 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    23664 Dragonfly Ln, Leonardtown, MD 20650
    • /28

      Est $480,405

      Not Listed For Sale

      23107 Poppy Way, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 3,020 Sq Ft
      • Built 2010
      23107 Poppy Way, California, MD 20619

      Last Sold Summary

      • 7% Above List Price
      • $149/SF
      • 32 Days On Market
      • Last Sold Price $450,000
      • Aug 23, 2024

      Last Listing Agent Wanda White Century 21 New Millennium

  • /38

    $487,400

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 3,095 Sq Ft

    Lot 138 - 23671 Dragonfly Ln, Leonardtown, MD 20650

    ***UNDER CONTRACT*** New Construction – Cumberland D1 End Unit at Meadows at Town Run II 3095 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Cumberland D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of Leonardtown, Maryland. This expansive 3095 sq ft home offers generous living areas, abundant natural light, and the

    Laura Bernth RE/MAX One

    Lot 138 - 23671 Dragonfly Ln, Leonardtown, MD 20650
  • /54

    $380,000

    Sold Sep 24, 2025

    44017 Swift Fox Dr, California, MD 20619

    • 3 Beds
    • 2.5 Baths
    • 2,082 Sq Ft
    • Built 2011

    Last Sold Summary

    • $183/SF
    • 6 Days On Market

    Current Estimated Value $383,444

    Last Listing Agent Diana Washabaugh CENTURY 21 New Millennium

    44017 Swift Fox Dr, California, MD 20619
    • /76

      Est $642,289

      Not Listed For Sale

      41474 Affirmed Way, Leonardtown, MD 20650

      • 5 Beds
      • 4 Baths
      • 3,050 Sq Ft
      • Built 2010
      41474 Affirmed Way, Leonardtown, MD 20650

      Last Sold Summary

      • $211/SF
      • 3 Days On Market
      • Last Sold Price $645,000
      • Sep 26, 2024

      Last Listing Agent Heather Foster RE/MAX

  • /30

    $338,500

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 980 Sq Ft

    26412 Hillendale Rd, Hollywood, MD 20636

    Imagine life at 26412 Hillendale Road, a recently updated one level rambler tucked away in the desirable, water oriented Hollywood Shores community. This residence offers 3 bedrooms and 1 1/2 bathrooms with 980 square feet of move in ready living area offering the perfect blend of fresh modern finishes and relaxed Southern Maryland living, just moments from the water and quaint neighborhood

    Luke Pahel The Southside Group Real Estate

    26412 Hillendale Rd, Hollywood, MD 20636
  • /32

    $395,000

    Sold Sep 03, 2025

    43822 Palamino Dr, Hollywood, MD 20636

    • 3 Beds
    • 2.5 Baths
    • 1,812 Sq Ft
    • Built 1978

    Last Sold Summary

    • $218/SF
    • 18 Days On Market

    Current Estimated Value $405,075

    Last Listing Agent Leonard Ferris Coldwell Banker Premier

    43822 Palamino Dr, Hollywood, MD 20636
    • /38

      Est $457,147

      Not Listed For Sale

      22690 Kinder Ln, California, MD 20619

      • 3 Beds
      • 3 Baths
      • 1,596 Sq Ft
      • Built 2008
      22690 Kinder Ln, California, MD 20619

      Last Sold Summary

      • 2% Above List Price
      • $282/SF
      • 9 Days On Market
      • Last Sold Price $450,000
      • Apr 07, 2025

      Last Listing Agent Lindsey Burch Samson Properties

  • /16

    $299,900

    • 5 Beds
    • 1 Bath
    • 1,764 Sq Ft

    3971 Oyster House Rd, Broomes Island, MD 20615

    This distinctive A-frame property presents a compelling investment opportunity, ideally located near Island Creek—a peaceful canal that enhances the area’s charm and appeal. Offering 1,764 finished square feet, the home features five spacious bedrooms and one full bathroom, making it adaptable for a variety of uses, including long-term rentals or vacation stays. Situated on a generous 0.38-acre

    Suzette Hampton Samson Properties

    3971 Oyster House Rd, Broomes Island, MD 20615
  • /84

    $659,000

    Sold May 06, 2026

    24541 Broad Creek Dr, Hollywood, MD 20636

    • 5 Beds
    • 4.5 Baths
    • 4,181 Sq Ft
    • Built 2015

    Last Sold Summary

    • $158/SF
    • 7 Days On Market

    Current Estimated Value $652,238

    Last Listing Agent Jesieryl Hartzer CENTURY 21 New Millennium

    24541 Broad Creek Dr, Hollywood, MD 20636
    • /93

      Est $636,799

      Not Listed For Sale

      43535 Abis St, Hollywood, MD 20636

      • 4 Beds
      • 3.5 Baths
      • 4,478 Sq Ft
      • Built 2010
      43535 Abis St, Hollywood, MD 20636

      Last Sold Summary

      • 9% Above List Price
      • $131/SF
      • 25 Days On Market
      • Last Sold Price $585,000
      • Dec 29, 2023

      Last Listing Agent Katherine Dean RE/MAX

  • /42

    $479,900

    New Construction Pending
    • 4 Beds
    • 3.5 Baths

    Lot 113 - 23696 Weeping Willow Way, Leonardtown, MD 20650

    ***UNDER CONTRACT***Oakley D1 End Unit at Meadows at Town Run II 2,966 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Oakley D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of Leonardtown, Maryland. This expansive 2,966 sq ft home offers generous living areas, abundant natural light, and the perfect blend of

    Laura Bernth RE/MAX One

    Lot 113 - 23696 Weeping Willow Way, Leonardtown, MD 20650
  • /79

    $600,000

    Sold Jul 25, 2025

    41920 Clover Hill Ct, Hollywood, MD 20636

    • 5 Beds
    • 3.5 Baths
    • 4,147 Sq Ft
    • Built 1996

    Last Sold Summary

    • $145/SF
    • 20 Days On Market

    Current Estimated Value $641,308

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    41920 Clover Hill Ct, Hollywood, MD 20636
    • /4

      Est $653,340

      Not Listed For Sale

      41443 Whimsical Ct, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,400 Sq Ft
      • Built 2010
      41443 Whimsical Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Above List Price
      • $190/SF
      • 0 Days On Market
      • Last Sold Price $645,000
      • Apr 22, 2025

      Last Listing Agent Heather Foster RE/MAX

  • /52

    $510,000

    $39K PRICE DROP Pending
    • 5 Beds
    • 3 Baths
    • 3,262 Sq Ft

    44617 Joy Chapel Rd, Hollywood, MD 20636

    This well loved brick home on a large lot is move-in ready, in time to enjoy summer fun at the pool. The main level features a large kitchen with corian counters, an island breakfast bar, opening to the family room and glass doors to the solid deck overlooking the pool, shed and back yard. A Living Rm, separate Dining Rm, and 3 BRs with hardwood floors, and 2 full BA complete the main level,

    Juliet Brown Residential Plus Real Estate Services

    44617 Joy Chapel Rd, Hollywood, MD 20636
  • /42

    $450,000

    Sold Feb 26, 2026

    43011 Hugh Dr, Hollywood, MD 20636

    • 3 Beds
    • 2.5 Baths
    • 2,471 Sq Ft
    • Built 1973

    Last Sold Summary

    • $182/SF
    • 7 Days On Market

    Current Estimated Value $447,286

    Last Listing Agent Meagan Graves PAX Real Estate

    43011 Hugh Dr, Hollywood, MD 20636
    • /28

      Est $525,759

      Not Listed For Sale

      43651 Wild Iris St, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 3,388 Sq Ft
      • Built 2010
      43651 Wild Iris St, California, MD 20619

      Last Sold Summary

      • 3% Above List Price
      • $151/SF
      • 12 Days On Market
      • Last Sold Price $509,990
      • Nov 12, 2024

      Last Listing Agent Christopher Perry Compass

  • /3

    $399,900

    Pending
    • Land
    • 72.22 Acres
    • $5,537 per Acre

    42475 Clover Hill Rd, Hollywood, MD 20636

    Discover 72.22 acres of untouched beauty, zoned residential and thoughtfully subdivided into for 4 spacious farmsteads—perfect for those seeking room to build, grow, and thrive. This is your opportunity to create a legacy in Southern Maryland, whether it's a multi-home family retreat, a small-scale development, or private estates with acreage to spare. Imagine custom homes surrounded by rolling

    Mark Frisco CENTURY 21 New Millennium

    42475 Clover Hill Rd, Hollywood, MD 20636
  • /60

    $354,990

    Sold Mar 13, 2026

    23188 Yardarm Way, California, MD 20619

    • 3 Beds
    • 2.5 Baths
    • 1,682 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $211/SF
    • 29 Days On Market

    Ryan Homes Wildewood Village - 55+ Villa and Duplex Homes

    23188 Yardarm Way, California, MD 20619
    • /67

      Est $632,256

      Not Listed For Sale

      24406 Broad Creek Dr, Hollywood, MD 20636

      • 5 Beds
      • 3.5 Baths
      • 5,128 Sq Ft
      • Built 2010
      24406 Broad Creek Dr, Hollywood, MD 20636

      Last Sold Summary

      • 1% Above List Price
      • $122/SF
      • 43 Days On Market
      • Last Sold Price $625,000
      • Feb 09, 2024

      Last Listing Agent Danny Morris O'Brien Realty

  • /2

    $775,000

    • Land
    • 4.7 Acres
    • $164,894 per Acre

    0 Cottonwood Pkwy, Wildewood, MD 20619

    4.7 Commercial Acres in Wildewood Technology ParkOne of the last available lots!Rare opportunity to purchase 4.7 commercial acres in the highly desirable Wildewood Technology Park, positioned in the heart of St. Mary’s County’s future growth corridor.This property aligns with the County’s Innovative District Master Plan surrounding the airport, placing it at the forefront of future

    Jessica Raley CENTURY 21 New Millennium

    0 Cottonwood Pkwy, Wildewood, MD 20619
  • /50

    $537,500

    Sold Sep 05, 2025

    41412 Doctors Crossing Rd, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,686 Sq Ft
    • Built 2019

    Last Sold Summary

    • $200/SF
    • 67 Days On Market

    Current Estimated Value $546,336

    Last Listing Agent Delaney Clarke RE/MAX United Real Estate

    41412 Doctors Crossing Rd, Leonardtown, MD 20650
    • /47

      Est $529,930

      Not Listed For Sale

      24412 Broad Creek Dr, Hollywood, MD 20636

      • 3 Beds
      • 2.5 Baths
      • 2,588 Sq Ft
      • Built 2010
      24412 Broad Creek Dr, Hollywood, MD 20636

      Last Sold Summary

      • 6% Above List Price
      • $193/SF
      • 9 Days On Market
      • Last Sold Price $500,000
      • Mar 29, 2024

      Last Listing Agent John Gatton Century 21 New Millennium

  • /37

    $450,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,147 Sq Ft

    23104 Sweetbay Ln, California, MD 20619

    **Back on the market and a fresh opportunity to make it yours!** 4-bedroom, 2.5-bath home on a tree-lined corner lot in the desirable Wildewood community. Custom interior shutters, new luxury vinyl flooring, and freshly installed carpet (March 2026) add warmth and style throughout. The kitchen features updated stainless steel appliances, while thoughtful design details include a geometric accent

    Colin McHugh O'Brien Realty ERA Powered

    23104 Sweetbay Ln, California, MD 20619
  • /41

    $365,000

    Sold Jul 17, 2025

    23672 Myrtle Point Rd, California, MD 20619

    • 3 Beds
    • 2 Baths
    • 1,215 Sq Ft
    • Built 1984

    Last Sold Summary

    • $300/SF
    • 3 Days On Market

    Last Listing Agent Mike Jordan CENTURY 21 New Millennium

    23672 Myrtle Point Rd, California, MD 20619
    • /30

      Est $549,869

      Not Listed For Sale

      24418 Broad Creek Dr, Hollywood, MD 20636

      • 4 Beds
      • 3.5 Baths
      • 3,148 Sq Ft
      • Built 2009
      24418 Broad Creek Dr, Hollywood, MD 20636

      Last Sold Summary

      • 4% Above List Price
      • $168/SF
      • 1 Day On Market
      • Last Sold Price $530,000
      • Apr 17, 2024

      Last Listing Agent Laura Bernth RE/MAX

  • /4

    $725,000

    Coming Soon
    • 5 Beds
    • 2 Baths
    • 2,834 Sq Ft

    41655 Church St, Leonardtown, MD 20650

    Built in 1875, this substantial 2,800 sq ft residence offers a rare opportunity to own a large historic home in highly desirable Leonardtown. Featuring 5 bedrooms and 2 bathrooms, the property showcases classic architecture with a formal living room and dining room, and enduring period details. Original features include a beautiful antique stamped tin ceiling and two fireplaces, adding

    Chris Norris Topside Realty

    41655 Church St, Leonardtown, MD 20650
  • /35

    $450,000

    Sold Jul 07, 2025

    23754 Myrtle Glen Way, California, MD 20619

    • 3 Beds
    • 3.5 Baths
    • 2,456 Sq Ft
    • Built 2020

    Last Sold Summary

    • $183/SF
    • 5 Days On Market

    Current Estimated Value $455,947

    Last Listing Agent Michele Hughes RE/MAX Realty Group

    23754 Myrtle Glen Way, California, MD 20619
    • /10

      Est $667,117

      Not Listed For Sale

      23598 Belmar Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,758 Sq Ft
      • Built 2010
      23598 Belmar Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Above List Price
      • $176/SF
      • 16 Days On Market
      • Last Sold Price $660,000
      • May 15, 2025

      Last Listing Agent Heather Foster RE/MAX

  • /32

    $414,900

    $5K PRICE DROP Pending
    • 3 Beds
    • 4 Baths
    • 2,054 Sq Ft

    44596 Nolani Way, California, MD 20619

    Beautiful newer townhome in desirable Wildewood — perfect for buyers seeking low-maintenance living without sacrificing space or style! This bright and spacious home features an open, functional layout, a modern kitchen ideal for cooking and gathering, and generously sized rooms filled with natural light. Well-maintained and truly move-in ready, with a prime location close to shopping, dining,

    Chris Hill CENTURY 21 New Millennium

    44596 Nolani Way, California, MD 20619
  • /46

    $447,400

    Sold Dec 16, 2025

    Lot 88 - 23676 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,604 Sq Ft
    • Built 2025

    Last Sold Summary

    • $172/SF
    • 90 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 88 - 23676 Dragonfly Ln, Leonardtown, MD 20650
    • /72

      Est $775,345

      Not Listed For Sale

      22905 Camden Ct, Hollywood, MD 20636

      • 5 Beds
      • 4 Baths
      • 5,425 Sq Ft
      • Built 2009
      22905 Camden Ct, Hollywood, MD 20636

      Last Sold Summary

      • 1% Above List Price
      • $142/SF
      • 4 Days On Market
      • Last Sold Price $770,000
      • Sep 01, 2023

      Last Listing Agent Jay Camp Coldwell Banker Premier

  • /25

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft

    26864 Oak Ridge Dr, Mechanicsville, MD 20659

    WELCOME TO SAINT MARY’S BEACH! Nestled on a beautifully wooded 0.78-acre lot on a quiet cul-de-sac, 26864 Oak Ridge Drive in Mechanicsville, Maryland offers tremendous potential and the perfect blend of privacy, convenience, and Southern Maryland lifestyle living. Surrounded by mature hardwoods and peaceful natural scenery, this well-maintained property provides a relaxing retreat while remaining

    Mark Levenson Samson Properties

    26864 Oak Ridge Dr, Mechanicsville, MD 20659
  • /47

    $660,000

    Sold Jul 14, 2025

    23278 Applewood Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 4,306 Sq Ft
    • Built 2022

    Last Sold Summary

    • $153/SF
    • 10 Days On Market

    Current Estimated Value $676,288

    Last Listing Agent Jonathan Benya EXP Realty, LLC

    23278 Applewood Ln, Leonardtown, MD 20650

Showing Results 241 - 280, Page 7 of 18

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