13,245

Hollywood, MD Homes

Section Image
    • /14

      Est $181,937

      Not Listed For Sale

      23243 White Birch Ct, California, MD 20619

      • 1 Bed
      • 1 Bath
      • 759 Sq Ft
      • Built 1986
      23243 White Birch Ct, California, MD 20619

      Last Sold Summary

      • 1 Day On Market

  • /68

    $480,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    24940 Gallant Man Dr, Hollywood, MD 20636

    Come home to your own secluded oasis! Tucked into the trees on Gallant Man Dr., this 4-bedroom, 3.5 bath rambler features a saltwater, in-ground pool that's great for beating summer temps, and heated for cooler weather, too! A front addition, solarium and finished basement add up to more than 2,600 sq ft of living space in this freshly-painted, one-level-living home. A nicely landscaped yard

    Andrew Shemeta CENTURY 21 New Millennium

    24940 Gallant Man Dr, Hollywood, MD 20636
  • /30

    $364,900

    Sold Nov 21, 2025

    23324 Hyacinth Ln, California, MD 20619

    • 3 Beds
    • 2.5 Baths
    • 2,092 Sq Ft
    • Built 2009

    Last Sold Summary

    • $174/SF
    • 4 Days On Market

    Current Estimated Value $367,095

    Last Listing Agent Robert Bishop United Real Estate Premier

    23324 Hyacinth Ln, California, MD 20619
    • /41

      Est $220,816

      Not Listed For Sale

      23241 Rosewood Ct, California, MD 20619

      • 2 Beds
      • 1.5 Baths
      • 936 Sq Ft
      • Built 1990
      23241 Rosewood Ct, California, MD 20619

      Last Sold Summary

      • 4 Days On Market

  • /72

    $609,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,701 Sq Ft

    42102 Wildflower Dr, Leonardtown, MD 20650

    New Home Opportunity in Meadows at Town Run II! Welcome to Homesite 4, featuring Quality Built Homes’ Mattingly Model ... a 4-bedroom, 2.5-bath single-family home with timeless curb appeal, smart design, and room to grow. The main level offers an open and comfortable layout with a spacious family room, kitchen, breakfast area, formal dining room, and living room. Upstairs, the owner’s suite

    Laura Hefley RE/MAX One

    42102 Wildflower Dr, Leonardtown, MD 20650
  • /60

    $440,000

    Sold Jul 02, 2026

    23862 Myrtle Glen Way, California, MD 20619

    • 3 Beds
    • 4 Baths
    • 2,452 Sq Ft
    • Built 2021

    Last Sold Summary

    • $179/SF
    • 5 Days On Market

    Current Estimated Value $439,377

    Last Listing Agent Tyler Mattingly Coldwell Banker Premier

    23862 Myrtle Glen Way, California, MD 20619
    • /2

      Est $175,911

      Not Listed For Sale

      44710 Beechwood Ct, California, MD 20619

      • 1 Bed
      • 1 Bath
      • 759 Sq Ft
      • Built 1983
      44710 Beechwood Ct, California, MD 20619

      Last Sold Summary

  • /56

    $549,000

    • 4 Beds
    • 2.5 Baths
    • 2,983 Sq Ft

    44555 Aspen Ln, California, MD 20619

    Welcome to 44555 Aspen Ln — a beautifully maintained 4-bedroom, 2.5-bath colonial tucked away in the highly desirable Wildewood community, offering the perfect blend of privacy, space, and convenience. This home is thoughtfully positioned on a quiet, private lot, creating a peaceful setting while still being just minutes from everything you need. Inside, you’ll find expansive living spaces

    Matthew Burgan Infinitas Realty Group

    44555 Aspen Ln, California, MD 20619
  • /35

    $230,000

    Sold Jun 29, 2026

    23250 Chestnut Oak Ct, California, MD 20619

    • 2 Beds
    • 1.5 Baths
    • 936 Sq Ft
    • Built 1988

    Last Sold Summary

    • $246/SF
    • 9 Days On Market

    Current Estimated Value $214,669

    Last Listing Agent Robin Errington CENTURY 21 New Millennium

    23250 Chestnut Oak Ct, California, MD 20619
    • /21

      Est $221,442

      Not Listed For Sale

      44790 Locust Ridge Ct, California, MD 20619

      • 2 Beds
      • 1.5 Baths
      • 936 Sq Ft
      • Built 1992
      44790 Locust Ridge Ct, California, MD 20619

      Last Sold Summary

      • 14 Days On Market

  • /7

    $454,900

    New Construction $5K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Lot 156 - 23634 Dragonfly Ln, Leonardtown, MD 20650

    ***** Hurry in! Secure your new home now and personalize it with your choice of interior colors. December delivery, with a beautiful lot backing to trees for added privacy and a peaceful setting! ***** Homesite #156 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level

    Laura Hefley RE/MAX One

    Lot 156 - 23634 Dragonfly Ln, Leonardtown, MD 20650
  • /28

    $410,000

    Sold May 21, 2026

    23116 Lilac St, California, MD 20619

    • 3 Beds
    • 3.5 Baths
    • 2,554 Sq Ft
    • Built 2008

    Last Sold Summary

    • $161/SF
    • 6 Days On Market

    Current Estimated Value $408,906

    Last Listing Agent Sharyn Ahmad RE/MAX Realty Group

    23116 Lilac St, California, MD 20619
    • /44

      Est $373,964

      Not Listed For Sale

      26356 Pleasant Ct, Hollywood, MD 20636

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 1972
      26356 Pleasant Ct, Hollywood, MD 20636

      Last Sold Summary

      • 12 Days On Market

  • /40

    $4,595,000

    Coming Soon
    • 4 Beds
    • 7 Baths
    • 13,665 Sq Ft

    24730 Half Pone Point Rd, Hollywood, MD 20636

    A legacy waterfront estate at the tip of coveted Half Pone Point.Commanding one of the most prestigious waterfront settings in Southern Maryland, this extraordinary residence offers more than 14,000 square feet of meticulously crafted living space designed to capture breathtaking panoramic views of the Patuxent River from nearly every room. Architectural excellence and exceptional

    Christopher Carr HomeZu

    24730 Half Pone Point Rd, Hollywood, MD 20636
  • /23

    $338,500

    Sold May 28, 2026

    26412 Hillendale Rd, Hollywood, MD 20636

    • 3 Beds
    • 1.5 Baths
    • 980 Sq Ft
    • Built 1989

    Last Sold Summary

    • $345/SF
    • 2 Days On Market

    Current Estimated Value $337,153

    Last Listing Agent Luke Pahel The Southside Group Real Estate

    26412 Hillendale Rd, Hollywood, MD 20636
    • /27

      Est $220,734

      Not Listed For Sale

      44693 White Oak Ct Unit 513, California, MD 20619

      • 2 Beds
      • 1.5 Baths
      • 936 Sq Ft
      • Built 1982
      44693 White Oak Ct Unit 513, California, MD 20619

      Last Sold Summary

      • 3 Days On Market

  • /41

    $479,900

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 2,966 Sq Ft

    Lot 128 - 23721 Weeping Willow Way, Leonardtown, MD 20650

    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 functionality and style. The

    Laura Hefley RE/MAX One

    Lot 128 - 23721 Weeping Willow Way, Leonardtown, MD 20650
  • /55

    $440,000

    Sold May 14, 2026

    41516 Marwood Cir, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,402 Sq Ft
    • Built 2020

    Last Sold Summary

    • 1% Above List Price
    • $183/SF
    • 25 Days On Market

    Current Estimated Value $437,190

    Last Listing Agent Cynthia Ballard Century 21 Redwood Realty

    41516 Marwood Cir, Leonardtown, MD 20650
    • /11

      Est $220,232

      Not Listed For Sale

      23140 Cobblestone Ln Unit 303, California, MD 20619

      • 2 Beds
      • 2 Baths
      • 1,299 Sq Ft
      • Built 1995
      23140 Cobblestone Ln Unit 303, California, MD 20619

      Last Sold Summary

      • 44 Days On Market

  • /6

    $100,000

    $25K PRICE DROP
    • Land
    • 2.17 Acres
    • $46,083 per Acre

    25675 Southwell Ln, Hollywood, MD 20636

    Located in Saint Mary's county, where you will find lots of rolling hills and land. This 2.17 acre lot offered in the Sotterley Manor neighborhood could be just what you are looking for. Although it has it's bumps and bruises it offers the seclusion you desire the most. If you are looking to build a private oasis within a neighborhood of estate homes, this would be the spot to do so. Not far from

    Alicia Richardson AMR Elite Realtors, LLC

    25675 Southwell Ln, Hollywood, MD 20636
  • /2

    $909,100

    Sold May 12, 2026

    24876 Peaceful View Way, Hollywood, MD 20636

    • 4 Beds
    • 3.5 Baths
    • 3,500 Sq Ft
    • Built 2026

    Last Sold Summary

    • $260/SF

    Last Listing Agent Michele Posey RE/MAX Realty Group

    24876 Peaceful View Way, Hollywood, MD 20636
    • /22

      Est $178,214

      Not Listed For Sale

      23240 Chestnut Oak Ct Unit 1045, California, MD 20619

      • 1 Bed
      • 1 Bath
      • 759 Sq Ft
      • Built 1988
      23240 Chestnut Oak Ct Unit 1045, California, MD 20619

      Last Sold Summary

      • 10 Days On Market

  • /37

    $93,500

    • Land
    • 4.11 Acres
    • $22,749 per Acre

    0 0 Saint Andrews Church Rd, Leonardtown, MD 20650

    Nestled in the countryside of Leonardtown in St. Mary's County, this 4.11± acre wooded parcel on St. Andrews Church Road is a rare chance to build, invest, or settle into your own recreational retreat. The property already has a previous perc site in place for a conventional septic system. Soil stability testing will be required, but preliminary work points to favorable conditions. Buyers are

    Casey Kennedy Whitetail Properties Real Estate, LLC

    0 0 Saint Andrews Church Rd, Leonardtown, MD 20650
  • /65

    $532,000

    Sold Oct 01, 2025

    24424 Broad Creek Dr, Hollywood, MD 20636

    • 4 Beds
    • 3.5 Baths
    • 2,522 Sq Ft
    • Built 2010

    Last Sold Summary

    • $211/SF
    • 49 Days On Market

    Current Estimated Value $554,205

    Last Listing Agent Katherine Dean RE/MAX One

    24424 Broad Creek Dr, Hollywood, MD 20636
    • /18

      Est $213,838

      Not Listed For Sale

      23140 Cobblestone Ln Unit 308, California, MD 20619

      • 2 Beds
      • 2 Baths
      • 1,185 Sq Ft
      • Built 1995
      23140 Cobblestone Ln Unit 308, California, MD 20619

      Last Sold Summary

      • 1 Day On Market

  • /30

    $374,900

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 2,100 Sq Ft

    23189 Foxglove St, California, MD 20619

    Welcome to life in Wildwood, one of California, Maryland's most sought-after communities. Nestled in a neighborhood known for its tree-lined streets, walking trails, community pool, playgrounds, and vibrant sense of community, this beautifully maintained home offers the lifestyle today's buyers are looking for.Imagine morning walks through the neighborhood, afternoons spent at the pool, and

    Natalya Ford RE/MAX One

    23189 Foxglove St, California, MD 20619
  • /58

    $680,000

    Sold Aug 27, 2025

    43478 Greg St, Hollywood, MD 20636

    • 4 Beds
    • 3.5 Baths
    • 3,784 Sq Ft
    • Built 2017

    Last Sold Summary

    • $180/SF
    • 2 Days On Market

    Current Estimated Value $700,097

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    43478 Greg St, Hollywood, MD 20636
    • /27

      Est $216,285

      Not Listed For Sale

      44790 Locust Ridge Ct, California, MD 20619

      • 2 Beds
      • 1.5 Baths
      • 936 Sq Ft
      • Built 1992
      44790 Locust Ridge Ct, California, MD 20619

      Last Sold Summary

      • 4 Days On Market

  • /49

    $449,900

    $10K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,552 Sq Ft

    23294 Holly Hill Ln, California, MD 20619

    Located in the highly desirable Wildewood Community, this spacious single-family home sits on a large corner lot and features a 2-car side-load garage. Offering 3 bedrooms plus an additional versatile room that is ideal for a home office, study, or optional 4th bedroom - this home provides flexibility to suit your needs. The inviting vestibule entry offers a practical buffer from the elements and

    Erika Yowell EXP Realty, LLC

    23294 Holly Hill Ln, California, MD 20619
  • /48

    $479,900

    Sold Jun 17, 2026

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

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 113 - 23696 Weeping Willow Way, Leonardtown, MD 20650
    • /25

      Est $216,574

      Not Listed For Sale

      23242 Chestnut Oak Ct, California, MD 20619

      • 2 Beds
      • 1.5 Baths
      • 936 Sq Ft
      • Built 1988
      23242 Chestnut Oak Ct, California, MD 20619

      Last Sold Summary

      • 2 Days On Market

  • /62

    $623,000

    • 2 Beds
    • 2 Baths
    • 1,226 Sq Ft

    43732 Raspberry Ln, Hollywood, MD 20636

    Premier Waterfront Retreat with Unrivaled Patuxent River ViewsThis extraordinary residence rises above all other waterfront offerings—an exceptional retreat that delivers the best of both worlds with awe inspiring views of the water and the surrounding wooded landscape. From its commanding position, the home offers sweeping 180 degree vistas of the Patuxent River, creating a true “top of the

    Man Ngo Pearson Smith Realty, LLC

    43732 Raspberry Ln, Hollywood, MD 20636
  • /2

    $350,000

    Sold Mar 13, 2026

    45227 Nats Creek Rd, Hollywood, MD 20636

    • 3 Beds
    • 3 Baths
    • 1,304 Sq Ft
    • Built 1982

    Last Sold Summary

    • 18% Below List Price
    • $268/SF
    • 13 Days On Market

    Current Estimated Value $395,796

    Last Listing Agent Connie Fitzgerald RE/MAX One

    45227 Nats Creek Rd, Hollywood, MD 20636
    • /16

      Est $212,495

      Not Listed For Sale

      23242 Chestnut Oak Ct Unit 1051, California, MD 20619

      • 2 Beds
      • 1.5 Baths
      • 936 Sq Ft
      • Built 1988
      23242 Chestnut Oak Ct Unit 1051, California, MD 20619

      Last Sold Summary

      • 7 Days On Market

  • /33

    $389,999

    $25K PRICE DROP Under Contract
    • 4 Beds
    • 3.5 Baths
    • 2,188 Sq Ft

    23048 Mountain Laurel Ln, California, MD 20619

    Welcome to 23048 Mountain Laurel Lane, a beautifully appointed townhome nestled within the highly desirable Wildewood community in California, Maryland. Offering three spacious bedrooms, thoughtfully designed living spaces, and an exceptional location, this residence perfectly balances comfort, style, and convenience. The heart of the home is the well-appointed kitchen, featuring granite

    John Gatton CENTURY 21 New Millennium

    23048 Mountain Laurel Ln, California, MD 20619
  • /37

    $415,000

    Sold Aug 28, 2025

    44667 Clarkes Landing Rd, Hollywood, MD 20636

    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft
    • Built 2002

    Last Sold Summary

    • $280/SF
    • 4 Days On Market

    Current Estimated Value $431,575

    Last Listing Agent Jaclyn Fowler EXP Realty, LLC

    44667 Clarkes Landing Rd, Hollywood, MD 20636
    • /31

      Est $218,445

      Not Listed For Sale

      23313 Sugar Maple Ct, California, MD 20619

      • 2 Beds
      • 1.5 Baths
      • 936 Sq Ft
      • Built 1985
      23313 Sugar Maple Ct, California, MD 20619

      Last Sold Summary

      • 9 Days On Market

  • /2

    $44,900

    • Land
    • 30,927 Sq Ft
    • $63,239 per Acre

    25106 Pinto Dr, Hollywood, MD 20636

    0.71 Acres of Land for Sale: Hollywood, Maryland 2063625106 Pinto Dr, Hollywood, MD 20636Features:Land is Approximately 5.34 Miles Away from Patuxent River (See Aerial Map.)Land is Approx. a 39 Minute Drive to King George, Virginia.Zoning:Residential

    Anjie Deonauth Rise Real Estate, LLC

    25106 Pinto Dr, Hollywood, MD 20636
  • /2

    $550,000

    Sold Jun 12, 2026

    43975 Hedgewood Ln, California, MD 20619

    • 4 Beds
    • 2.5 Baths
    • 2,672 Sq Ft
    • Built 1999

    Last Sold Summary

    • $206/SF
    • 5 Days On Market

    Current Estimated Value $548,104

    Last Listing Agent Brittany Russell CENTURY 21 New Millennium

    43975 Hedgewood Ln, California, MD 20619
    • /26

      Est $182,327

      Not Listed For Sale

      23311 Sugar Maple Ct, California, MD 20619

      • 1 Bed
      • 1 Bath
      • 759 Sq Ft
      • Built 1985
      23311 Sugar Maple Ct, California, MD 20619

      Last Sold Summary

      • 32 Days On Market

Showing Results 401 - 440, Page 11 of 18

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