13,178

Hollywood, MD Homes

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  • /9

    $340,000 Sold Feb 20, 2026

    22820 Duke St, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft
    • Built 1947

    Last Sold Summary

    • 3% Below List Price
    • $239/SF
    • 0 Days On Market

    Current Estimated Value $305,170

    Last Listing Agent Laura Lopez RE/Max Experience

    22820 Duke St, Leonardtown, MD 20650
    • /57

      Est $626,384 Not Listed For Sale

      45242 Woodhaven Dr, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 3,690 Sq Ft
      • Built 2017
      45242 Woodhaven Dr, California, MD 20619

      Last Sold Summary

      • 4% Above List Price
      • $163/SF
      • 18 Days On Market

      Last Sold Price $600,000

      Last Listing Agent Patrick Deighan Century 21 New Millennium

  • /60

    $324,990 New Construction

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

    Nassau Cove Plan at Wildewood Village 55+ - 55+ Villa and Duplex Homes, 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

    Ryan Homes Builder
    23058 Wetstone Ln Unit 36143064, California, MD 20619
  • /79

    $415,000 Sold Apr 30, 2025

    23111 Azalea Ln, California, MD 20619

    • 4 Beds
    • 3.5 Baths
    • 2,198 Sq Ft
    • Built 2018

    Last Sold Summary

    • $189/SF
    • 43 Days On Market

    Current Estimated Value $420,194

    Last Listing Agent Ana Galvan CENTURY 21 New Millennium

    23111 Azalea Ln, California, MD 20619
    • /67

      Est $610,219 Not Listed For Sale

      45530 Havenridge St, California, MD 20619

      • 3 Beds
      • 3.5 Baths
      • 3,519 Sq Ft
      • Built 2017
      45530 Havenridge St, California, MD 20619

      Last Sold Summary

      • 16% Above List Price
      • $149/SF
      • 2 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Bill Oosterink Century 21 New Millennium

  • /6

    $175,000

    • Land
    • 6.24 Acres
    • $28,045 per Acre

    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650

    6+ acre lot zoned RPD in a prime location with approximately 600 ft of road frontage and high visibility potential. This is NOT currently a residential building lot because it failed a perc test in April 2005. However, the current Comprehensive Zoning Ordinance lists other “potential” uses that may not require on-site sewage disposal. The list includes but is not limited to: Construction

    Lewie Aldridge III Berkshire Hathaway HomeServices PenFed Realty

    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650
  • /30

    $447,640 Sold Jun 27, 2025

    23603 Crosswinds Way, California, MD 20619

    • 3 Beds
    • 3 Baths
    • 2,371 Sq Ft

    Last Sold Summary

    • $189/SF
    • 23 Days On Market

    Current Estimated Value $447,195

    Last Listing Agent John Christ Samson Properties

    23603 Crosswinds Way, California, MD 20619
    • /87

      Est $744,617 Not Listed For Sale

      41408 W Citation St, Leonardtown, MD 20650

      • 5 Beds
      • 4.5 Baths
      • 4,960 Sq Ft
      • Built 2013
      41408 W Citation St, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Above List Price
      • $149/SF
      • 3 Days On Market

      Last Sold Price $740,000

      Last Listing Agent Heather Foster RE/MAX

  • /49

    $399,999 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,442 Sq Ft

    44620 Saint Andrews Church Rd, California, MD 20619

    Welcome home to a place where Southern charm meets everyday ease, set on nearly two acres of peaceful privacy with no homeowners association. This inviting rambler offers the freedom to spread out, unwind, and truly enjoy your surroundings while still being close to everything you need. Inside, the home is designed for both connection and comfort. Three well-appointed bedrooms and two full baths

    Christina Justice RE/MAX One

    44620 Saint Andrews Church Rd, California, MD 20619
  • /33

    $505,000 Sold Jun 02, 2025

    41918 Sara Ann Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,392 Sq Ft
    • Built 2005

    Last Sold Summary

    • $149/SF
    • 12 Days On Market

    Current Estimated Value $511,064

    Last Listing Agent Tracey Summers CENTURY 21 New Millennium

    41918 Sara Ann Ct, Leonardtown, MD 20650
    • /10

      Est $277,912 Not Listed For Sale

      22765 Duke St, Leonardtown, MD 20650

      • 2 Beds
      • 1 Bath
      • 862 Sq Ft
      • Built 1949
      22765 Duke St, Leonardtown, MD 20650

      Last Sold Summary

      • 7% Above List Price
      • $302/SF
      • 6 Days On Market

      Last Sold Price $259,950

      Last Listing Agent Ronald Watson Flag Real Estate Inc.

  • /84

    $1,499,000

    • 3 Beds
    • 3.5 Baths
    • 4,241 Sq Ft

    44850 Joy Chapel Rd, Hollywood, MD 20636

    Welcome to a luxuriously crafted waterfront home where design and comfort meet the tranquility of coastal living. Perfectly positioned to capture sweeping views of Cuckold Creek, this residence showcases exceptional finishes and attention to detail throughout. The Hardie board exterior, accented by lush landscaping and a charming gazebo overlooking the shoreline and pier, evokes a timeless Dutch

    Matthew Burgan Infinitas Realty Group

    44850 Joy Chapel Rd, Hollywood, MD 20636
  • /49

    $539,900 Sold Jun 24, 2025

    24643 Maple Valley Ln, Hollywood, MD 20636

    • 4 Beds
    • 2.5 Baths
    • 2,424 Sq Ft
    • Built 2001

    Last Sold Summary

    • $223/SF
    • 24 Days On Market

    Current Estimated Value $559,782

    Last Listing Agent Leah Hounshell Home Towne Real Estate

    24643 Maple Valley Ln, Hollywood, MD 20636
    • /46

      Est $564,404 Not Listed For Sale

      43687 Wild Iris St, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 3,319 Sq Ft
      • Built 2013
      43687 Wild Iris St, California, MD 20619

      Last Sold Summary

      • 8% Above List Price
      • $158/SF
      • 5 Days On Market

      Last Sold Price $525,000

      Last Listing Agent David Meinhardt Chesapeake Fine Homes, LLC.

  • /18

    $30,000

    • Land
    • 1.23 Acres
    • $24,390 per Acre

    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636

    Incredible opportunity to own a build-ready 1.23-acre parcel on Hollywood Road in Hollywood, MD, offering paved road access and power at the street. This gently rolling land, zoned RPD, provides endless possibilities for barndominiums, modular homes, multifamily units, RVs, single-family homes, and site-built homes. With the option for approved mobile/manufactured homes, the potential is

    Joseph Hawkins Hawkins Real Estate Company

    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636
  • /42

    $380,360 Sold Mar 25, 2025

    23241 Oak Hill Ln, California, MD 20619

    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft
    • Built 1992

    Last Sold Summary

    • $259/SF
    • 1 Day On Market

    Current Estimated Value $392,042

    Last Listing Agent Andrew Shemeta CENTURY 21 New Millennium

    23241 Oak Hill Ln, California, MD 20619
    • /68

      Est $951,774 Not Listed For Sale

      44294 Sotterley Ln, Hollywood, MD 20636

      • 3 Beds
      • 3 Baths
      • 1,600 Sq Ft
      • Built 1977
      44294 Sotterley Ln, Hollywood, MD 20636

      Last Sold Summary

      • 18% Above List Price
      • $503/SF
      • 11 Days On Market

      Last Sold Price $805,200

      Last Listing Agent Jan Barnes Century 21 New Millennium

  • /67

    $2,490,000

    • 5 Beds
    • 4.5 Baths
    • 4,661 Sq Ft

    45118 Saint Cuthbert Farm Rd, Hollywood, MD 20636

    Welcome to an extraordinary waterfront retreat at 45118 Saint Cuthbert Farm Rd, Hollywood, MD—a truly rare offering on the Patuxent River. Set on nearly 2 acres with 166 feet of water frontage, this stunning, one-of-a-kind custom-built waterfront home delivers a lifestyle that few properties can match.Enjoy breathtaking, unobstructed views spanning over a mile and a half of the Patuxent

    Matthew Burgan Infinitas Realty Group

    45118 Saint Cuthbert Farm Rd, Hollywood, MD 20636
  • /57

    $400,000 Sold Aug 27, 2025

    25102 Three Notch Rd, Hollywood, MD 20636

    • 3 Beds
    • 3 Baths
    • 1,968 Sq Ft
    • Built 1952

    Last Sold Summary

    • $203/SF
    • 73 Days On Market

    Current Estimated Value $400,715

    Last Listing Agent Connie Gunn CENTURY 21 New Millennium

    25102 Three Notch Rd, Hollywood, MD 20636
    • /34

      Est $598,451 Not Listed For Sale

      43729 Sweetbay St, California, MD 20619

      • 5 Beds
      • 4.5 Baths
      • 3,786 Sq Ft
      • Built 2017
      43729 Sweetbay St, California, MD 20619

      Last Sold Summary

      • 5% Above List Price
      • $150/SF
      • 4 Days On Market

      Last Sold Price $569,000

      Last Listing Agent Thomas Hennerty NetRealtyNow.com, LLC

  • /40

    $348,500

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

    24399 Morgan Rd, Hollywood, MD 20636

    This completely renovated Cape Cod proves that the best things truly do come in cozy packages. Inside, no detail was overlooked. Every bathroom has been fully refreshed with new vanities, vanity lighting, mirrors, toilets, showers, and updated fixtures throughout. The kitchen shines with brand-new countertops, sink, faucet, window, and a full suite of appliances—including refrigerator, range, and

    Alice Flerlage Real Broker, LLC

    24399 Morgan Rd, Hollywood, MD 20636
  • /54

    $529,900 Sold Oct 03, 2025

    23000 Wapiti Way, California, MD 20619

    • 4 Beds
    • 3.5 Baths
    • 3,195 Sq Ft
    • Built 2013

    Last Sold Summary

    • $166/SF
    • 2 Days On Market

    Current Estimated Value $529,852

    Last Listing Agent Delaney Clarke RE/MAX United Real Estate

    23000 Wapiti Way, California, MD 20619
    • /26

      Est $357,108 Not Listed For Sale

      23019 Mountain Laurel Ln, California, MD 20619

      • 3 Beds
      • 3.5 Baths
      • 1,698 Sq Ft
      • Built 2017
      23019 Mountain Laurel Ln, California, MD 20619

      Last Sold Summary

      • 5% Above List Price
      • $200/SF
      • 6 Days On Market

      Last Sold Price $339,000

      Last Listing Agent Deborah Radvany EXP Realty, LLC

  • /60

    $354,990 New Construction

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

    23188 Yardarm Way, California, MD 20619

    Nassau Cove at Wildewood Village 55+ for a March move-in featuring updated cabinets, screen covered rear porch, partial stone front, and so much more! Plus, receive up to $10,00 towards closing costs with the use of NVR Mortgage. Schedule a tour today!

    Ryan Homes Builder
    23188 Yardarm Way, California, MD 20619
  • /37

    $365,000 Sold Jan 06, 2026

    24313 Mervell Dean Rd, Hollywood, MD 20636

    • 3 Beds
    • 1.5 Baths
    • 1,626 Sq Ft
    • Built 1958

    Last Sold Summary

    • $224/SF
    • 287 Days On Market

    Current Estimated Value $351,247

    Last Listing Agent Suzette Hampton Samson Properties

    24313 Mervell Dean Rd, Hollywood, MD 20636
    • /30

      Est $309,048 Not Listed For Sale

      23520 F D R Blvd Unit 302, California, MD 20619

      • 2 Beds
      • 2 Baths
      • 1,470 Sq Ft
      • Built 2013
      23520 F D R Blvd Unit 302, California, MD 20619

      Last Sold Summary

      • 5% Above List Price
      • $201/SF
      • 10 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Anne Carter Century 21 New Millennium

  • /8

    $225,000

    • Land
    • 1.2 Acres
    • $187,500 per Acre

    0 Saint Johns Rd, Hollywood, MD 20636

    Rare opportunity to own prime land in Hollywood, MD! This vacant, flat, and open parcel sits at the high-visibility intersection of Three Notch Road and St. John’s Road, offering exceptional exposure and accessibility. Public water and sewer are adjacent to the property, creating outstanding development potential. Ideal for a variety of uses—including a farmers market, roadside produce stand,

    John Gatton CENTURY 21 New Millennium

    0 Saint Johns Rd, Hollywood, MD 20636
  • /2

    $385,000 Sold Apr 30, 2025

    23221 Foxglove St, California, MD 20619

    • 3 Beds
    • 2.5 Baths
    • 2,148 Sq Ft
    • Built 2009

    Last Sold Summary

    • $179/SF

    Current Estimated Value $387,359

    Last Listing Agent Jenny Norris EXP Realty, LLC

    23221 Foxglove St, California, MD 20619
    • /30

      Est $520,451 Not Listed For Sale

      23929 Hollywood Rd, Hollywood, MD 20636

      • 3 Beds
      • 2 Baths
      • 1,830 Sq Ft
      • Built 2023
      23929 Hollywood Rd, Hollywood, MD 20636

      Last Sold Summary

      • 6% Above List Price
      • $267/SF
      • 78 Days On Market

      Last Sold Price $489,000

      Last Listing Agent Anne Davis Century 21 New Millennium

  • /38

    $385,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    22397 Sandra Ln, California, MD 20619

    Oversized 2 Car Garage! Flat Lot! 1568 SQFT! This home is a DEAL! Welcome home to this charming 3-bedroom, 2-bath 1568 sqft rambler set on a spacious .64-acre lot in California with an oversized 2-Car Garage. Situated on a beautifully flat parcel, this home offers a peaceful, nature-filled setting with plenty of room to relax, garden, and enjoy the outdoors. Inside, you’ll find generously sized

    Mark Frisco CENTURY 21 New Millennium

    22397 Sandra Ln, California, MD 20619
  • /5

    $140,000 Sold Feb 28, 2025

    20575 Peaches Hide A Way, Hollywood, MD 20636

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

    Last Sold Summary

    • 66 Days On Market

    Current Estimated Value $133,000

    Last Listing Agent Michael Hunter Real Broker, LLC

    20575 Peaches Hide A Way, Hollywood, MD 20636
    • /12

      Est $394,972 Not Listed For Sale

      44320 Azalea Way, California, MD 20619

      • 3 Beds
      • 4 Baths
      • 2,300 Sq Ft
      • Built 2021
      44320 Azalea Way, California, MD 20619

      Last Sold Summary

      • 4% Above List Price
      • $165/SF

      Last Sold Price $380,000

      Last Listing Agent Jonathan Boss RE/MAX

  • /53

    $375,000 Under Contract

    • 3 Beds
    • 4 Baths
    • 2,947 Sq Ft

    44087 Granite Way, California, MD 20619

    Beautiful 3-Level Home in Wildewood Village 55+ Community — Approx. 3000 of Finished space.! Welcome to this spacious and beautifully maintained single-family home located in the highly desirable Wildewood Village Over 55 Community. Conveniently situated near shopping, dining, theaters, medical facilities, and just across the bridge from Solomon’s Island, where you can enjoy the charm of

    Cris Curtis CENTURY 21 New Millennium

    44087 Granite Way, California, MD 20619
  • /53

    $645,900 Sold Feb 26, 2026

    23581 Gallent Fox Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,736 Sq Ft
    • Built 2009

    Last Sold Summary

    • $173/SF
    • 42 Days On Market

    Current Estimated Value $638,472

    Last Listing Agent Laura Bernth RE/MAX One

    23581 Gallent Fox Way, Leonardtown, MD 20650
    • /3

      Est $944,983 Not Listed For Sale

      23361 Morgan Ct, Hollywood, MD 20636

      • 5 Beds
      • 4.5 Baths
      • 5,545 Sq Ft
      • Built 2024
      23361 Morgan Ct, Hollywood, MD 20636

      Last Sold Summary

      • 1% Above List Price
      • $168/SF

      Last Sold Price $931,413

      Last Listing Agent Carol Kalmus-Choporis Century 21 New Millennium

  • /9

    $200,000

    • Land
    • 3.16 Acres
    • $63,291 per Acre

    Lot 2 Ewell Ln, Hollywood, MD 20636

    Tucked along the peaceful, navigable waters of Cuckold Creek, this waterfront lot ready to build offers the perfect blend of privacy and possibility! With a recent perc approval (April 2025), it’s ready for your dream home plans! Community pier borders the lot and a perfect spot for fishing, kayaking, or just enjoying the views. Neighboring homes feature piers—buyer to verify any desired water

    Cheryl Bare CENTURY 21 New Millennium

    Lot 2 Ewell Ln, Hollywood, MD 20636
  • /82

    $699,000 Sold Sep 12, 2025

    24415 Fwd Dr, Hollywood, MD 20636

    • 4 Beds
    • 4 Baths
    • 3,771 Sq Ft
    • Built 2017

    Last Sold Summary

    • $185/SF
    • 50 Days On Market

    Current Estimated Value $700,497

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    24415 Fwd Dr, Hollywood, MD 20636
    • /12

      Est $446,513 Not Listed For Sale

      23579 Goodwill Way, California, MD 20619

      • 3 Beds
      • 3.5 Baths
      • 2,400 Sq Ft
      • Built 2024
      23579 Goodwill Way, California, MD 20619

      Last Sold Summary

      • 7% Above List Price
      • $174/SF
      • 20 Days On Market

      Last Sold Price $417,690

      Last Listing Agent Terri Hill Builder Solutions Realty

  • /8

    $650,000 Pending

    • Land
    • 0.76 Acre
    • $855,263 per Acre

    24502 Half Pone Point Rd, Hollywood, MD 20636

    Beautiful waterfront lot on sought-after Cuckold Creek—ready for you to begin building. Most of the heavy lifting has already been done. Building permit in hand for a 3,500 sq. ft., three-story home with garage underneath, thoughtfully designed to capture stunning sunset views. New well and mound septic system installed. Stone driveway completed. Electric is in place, and all impact and building

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    24502 Half Pone Point Rd, Hollywood, MD 20636
  • /82

    $574,000 Sold Jul 24, 2025

    23075 Hollywood Rd, Leonardtown, MD 20650

    • 5 Beds
    • 2.5 Baths
    • 3,238 Sq Ft
    • Built 1942

    Last Sold Summary

    • $177/SF
    • 55 Days On Market

    Current Estimated Value $573,653

    Last Listing Agent Katy Galloway CENTURY 21 New Millennium

    23075 Hollywood Rd, Leonardtown, MD 20650

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