13,216

Hollywood, MD Homes

Section Image
  • /60

    $495,000

    Sold May 12, 2026

    24820 Sotterley Rd, Hollywood, MD 20636

    • 5 Beds
    • 3 Baths
    • 2,797 Sq Ft
    • Built 1954

    Last Sold Summary

    • $177/SF
    • 8 Days On Market

    Current Estimated Value $493,340

    Last Listing Agent Chris Murphy Samson Properties

    24820 Sotterley Rd, Hollywood, MD 20636
    • /10

      Est $275,310

      Not Listed For Sale

      25260 Vista Rd, Hollywood, MD 20636

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1961
      25260 Vista Rd, Hollywood, MD 20636

      Last Sold Summary

      • 17% Above List Price
      • $245/SF
      • 5 Days On Market
      • Last Sold Price $235,000
      • Sep 01, 2023

      Last Listing Agent Karen Alford-Brooks Century 21 New Millennium

  • /34

    $98,900

    $6K PRICE DROP
    • Land
    • 4.11 Acres
    • $24,063 per Acre

    0 0 Saint Andrews Church Rd, Leonardtown, MD 20650

    Located in Leonardtown in St. Mary’s County, this 4.11± acre wooded property on St. Andrews Church Road offers a unique opportunity to build, invest, or enjoy a recreational retreat. The property has previous perc sites for a conventional septic system, though it will require reevaluation, and soil stability testing will be required, with preliminary work indicating favorable conditions; buyers

    Casey Kennedy Whitetail Properties Real Estate, LLC

    0 0 Saint Andrews Church Rd, Leonardtown, MD 20650
  • /43

    $715,000

    Sold Feb 20, 2026

    41832 Foxwell Point Ln, Leonardtown, MD 20650

    • 3 Beds
    • 4 Baths
    • 3,683 Sq Ft
    • Built 1991

    Last Sold Summary

    • $194/SF
    • 80 Days On Market

    Current Estimated Value $770,411

    Last Listing Agent Connie Fitzgerald RE/MAX One

    41832 Foxwell Point Ln, Leonardtown, MD 20650
    • /118

      Est $1,043,343

      Not Listed For Sale

      24762 Half Pone Point Rd, Hollywood, MD 20636

      • 4 Beds
      • 3.5 Baths
      • 2,416 Sq Ft
      • Built 1952
      24762 Half Pone Point Rd, Hollywood, MD 20636

      Last Sold Summary

      • 14% Above List Price
      • $379/SF
      • 47 Days On Market
      • Last Sold Price $915,000
      • Dec 30, 2024

      Last Listing Agent Christy Gartland Century 21 New Millennium

  • /30

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft

    23340 Holly Hill Ln, California, MD 20619

    This charming Cape Cod offers three bedrooms and two full bathrooms, blending comfort with modern style. The updated kitchen is perfect for anyone who loves to cook, featuring stainless steel appliances, quartz countertops, and abundant cabinetry. Luxury vinyl plank flooring extends throughout the first floor, creating a warm and cohesive feel. The open living and dining area provides plenty of

    Chris Norris JR. Topside Realty

    23340 Holly Hill Ln, California, MD 20619
  • /21

    $228,000

    Sold Dec 12, 2025

    44691 White Oak Ct Unit 503, California, MD 20619

    • 2 Beds
    • 1.5 Baths
    • 936 Sq Ft
    • Built 1982

    Last Sold Summary

    • $244/SF
    • 41 Days On Market

    Last Listing Agent Cynthia Crispell Century 21 Redwood Realty

    44691 White Oak Ct Unit 503, California, MD 20619
    • /46

      Est $683,393

      Not Listed For Sale

      22902 S Pembrook Dr, Hollywood, MD 20636

      • 4 Beds
      • 3.5 Baths
      • 3,628 Sq Ft
      • Built 2007
      22902 S Pembrook Dr, Hollywood, MD 20636

      Last Sold Summary

      • $189/SF
      • 42 Days On Market
      • Last Sold Price $685,000
      • Sep 25, 2024

      Last Listing Agent Cynthia Lisa RE/MAX

  • /49

    $639,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,664 Sq Ft

    23621 Margrave Dr, Leonardtown, MD 20650

    Welcome to this beautifully maintained, single-owner Colonial in the highly sought-after Leonard’s Grant community. Blending classic charm with thoughtful upgrades, this home offers both comfort and functionality throughout. The main level features wood flooring in the living and dining areas, a private dining room, and a cozy fireplace. The spacious kitchen boasts stainless steel appliances,

    Lauren Garner EXP Realty, LLC

    23621 Margrave Dr, Leonardtown, MD 20650
  • /43

    $494,900

    Sold Oct 23, 2025

    43220 Rosalinds Dr, Hollywood, MD 20636

    • 3 Beds
    • 2 Baths
    • 2,669 Sq Ft
    • Built 1993

    Last Sold Summary

    • $185/SF
    • 17 Days On Market

    Current Estimated Value $501,102

    Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

    43220 Rosalinds Dr, Hollywood, MD 20636
    • /36

      Est $529,765

      Not Listed For Sale

      23276 Daffodil Dr, California, MD 20619

      • 4 Beds
      • 2.5 Baths
      • 2,554 Sq Ft
      • Built 2007
      23276 Daffodil Dr, California, MD 20619

      Last Sold Summary

      • 13% Above List Price
      • $184/SF
      • 14 Days On Market
      • Last Sold Price $470,000
      • Aug 31, 2023

      Last Listing Agent Angelo Gaydardzhiev Keller Williams Realty

  • /4

    $384,900

    Coming Soon
    • 4 Beds
    • 1.5 Baths
    • 960 Sq Ft

    26079 S Sandgates Rd, Mechanicsville, MD 20659

    You'll have to wait a little longer for this great home in Mechanicsville ! Keep checking back and get ready to make your appointment to see it in person! PROFESSIONAL PHOTOS COMING SOON. Mortgage savings may be available for buyers of this listing.

    Dawn Kane Redfin Corp

    26079 S Sandgates Rd, Mechanicsville, MD 20659
  • /26

    $460,000

    Sold Oct 29, 2025

    41900 Nazareth Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,528 Sq Ft
    • Built 1999

    Last Sold Summary

    • $182/SF
    • 76 Days On Market

    Current Estimated Value $478,423

    Last Listing Agent Marizel Brewington JPAR Real Estate Professionals

    41900 Nazareth Ct, Leonardtown, MD 20650
    • /36

      Est $471,450

      Not Listed For Sale

      25066 Three Notch Rd, Hollywood, MD 20636

      • 3 Beds
      • 3 Baths
      • 2,262 Sq Ft
      • Built 1979
      25066 Three Notch Rd, Hollywood, MD 20636

      Last Sold Summary

      • 7% Above List Price
      • $195/SF
      • 17 Days On Market
      • Last Sold Price $440,000
      • Aug 11, 2023

      Last Listing Agent Katherine Dean RE/MAX

  • /2

    $480,000

    Coming Soon
    • 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
  • /41

    $439,900

    Sold Mar 16, 2026

    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • Built 2025

    Last Sold Summary

    • 85 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650
    • /91

      Est $561,143

      Not Listed For Sale

      43991 Fresia Ln, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 4,400 Sq Ft
      • Built 2007
      43991 Fresia Ln, California, MD 20619

      Last Sold Summary

      • 7% Above List Price
      • $119/SF
      • 36 Days On Market
      • Last Sold Price $525,000
      • May 15, 2024

      Last Listing Agent Brooke Matthews RE/MAX

  • /2

    $549,000

    Coming Soon
    • 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
  • /23

    $415,000

    Sold Feb 26, 2026

    43913 Eucalyptus Way, California, MD 20619

    • 4 Beds
    • 3.5 Baths
    • 2,240 Sq Ft
    • Built 2020

    Last Sold Summary

    • 2% Below List Price
    • $185/SF
    • 49 Days On Market

    Current Estimated Value $411,696

    Last Listing Agent Robin Cavallaro RE/MAX Realty Group

    43913 Eucalyptus Way, California, MD 20619
    • /21

      Est $296,047

      Not Listed For Sale

      42775 Saint Johns Rd, Hollywood, MD 20636

      • 3 Beds
      • 1.5 Baths
      • 1,152 Sq Ft
      • Built 1961
      42775 Saint Johns Rd, Hollywood, MD 20636

      Last Sold Summary

      • 8% Above List Price
      • $239/SF
      • 0 Days On Market
      • Last Sold Price $275,000
      • Sep 30, 2024

      Last Listing Agent Dawn Bell RE/MAX

  • /7

    $449,900

    New Construction
    • 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 Bernth RE/MAX One

    Lot 156 - 23634 Dragonfly Ln, Leonardtown, MD 20650
  • /2

    $565,000

    Sold Dec 05, 2025

    23261 Jenifer Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,575 Sq Ft
    • Built 2005

    Last Sold Summary

    • $158/SF
    • 15 Days On Market

    Current Estimated Value $570,575

    Last Listing Agent Gabriela Montgomery RE/MAX Realty Group

    23261 Jenifer Ct, Leonardtown, MD 20650
    • /53

      Est $461,820

      Not Listed For Sale

      44063 Sycamore Ln, California, MD 20619

      • 4 Beds
      • 2.5 Baths
      • 2,200 Sq Ft
      • Built 1993
      44063 Sycamore Ln, California, MD 20619

      Last Sold Summary

      • 6% Above List Price
      • $199/SF
      • 28 Days On Market
      • Last Sold Price $437,000
      • Jan 11, 2024

      Last Listing Agent Farrah Fuchs Redfin Corp

  • /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 Bernth RE/MAX One

    Lot 128 - 23721 Weeping Willow Way, Leonardtown, MD 20650
  • /33

    $570,000

    Sold Oct 15, 2025

    23348 Lindsay Dr, Leonardtown, MD 20650

    • 5 Beds
    • 4 Baths
    • 3,540 Sq Ft
    • Built 2022

    Last Sold Summary

    • $161/SF
    • 129 Days On Market

    Current Estimated Value $604,661

    Last Listing Agent Christi Turman-Rojas Fairfax Realty Premier

    23348 Lindsay Dr, Leonardtown, MD 20650
    • /58

      Est $593,322

      Not Listed For Sale

      42279 Brook Manor Rd, Mechanicsville, MD 20659

      • 4 Beds
      • 2.5 Baths
      • 3,776 Sq Ft
      • Built 1988
      42279 Brook Manor Rd, Mechanicsville, MD 20659

      Last Sold Summary

      • 10% Above List Price
      • $143/SF
      • 4 Days On Market
      • Last Sold Price $540,000
      • Jan 17, 2025

      Last Listing Agent Mike Jordan Century 21 New Millennium

  • /6

    $125,000

    • Land
    • 2.17 Acres
    • $57,604 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
  • /35

    $449,900

    Sold Apr 16, 2026

    Lot 109 - 23672 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 109 - 23672 Weeping Willow Way, Leonardtown, MD 20650
    • /50

      Est $499,721

      Not Listed For Sale

      44588 Aspen Ln, California, MD 20619

      • 4 Beds
      • 3 Baths
      • 3,284 Sq Ft
      • Built 1987
      44588 Aspen Ln, California, MD 20619

      Last Sold Summary

      • 3% Above List Price
      • $148/SF
      • 39 Days On Market
      • Last Sold Price $485,000
      • Dec 10, 2024

      Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

  • /78

    $575,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,737 Sq Ft

    23333 Dianthus Way, California, MD 20619

    Welcome home to this beautifully updated colonial nestled in the heart of Wildewood! Offering 4 spacious bedrooms and 3.5 bathrooms, this home provides the perfect blend of comfort, functionality, and modern style. Step inside to a grand foyer that opens into a bright and open space, highlighted by elegant details like wainscoting and chair rail. A versatile front room offers the flexibility for

    Kimberly Scott RE/MAX Realty Group

    23333 Dianthus Way, California, MD 20619
  • /28

    $425,000

    Sold Apr 08, 2026

    44615 Reeder Sanders Ln, Hollywood, MD 20636

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Above List Price
    • $304/SF
    • 4 Days On Market

    Current Estimated Value $411,801

    Last Listing Agent Jon Nicholls LPT Realty, LLC

    44615 Reeder Sanders Ln, Hollywood, MD 20636
    • /38

      Est $468,909

      Not Listed For Sale

      44576 Aspen Ln, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 2,462 Sq Ft
      • Built 1987
      44576 Aspen Ln, California, MD 20619

      Last Sold Summary

      • 3% Above List Price
      • $185/SF
      • 4 Days On Market
      • Last Sold Price $455,000
      • Nov 19, 2024

      Last Listing Agent James Marcum Century 21 New Millennium

  • /45

    $449,900

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 2,571 Sq Ft

    Lot 110 - 23678 Weeping Willow Way, Leonardtown, MD 20650

    Homesite 110 Madison D1: *** May Delivery***Builder Incentive $12,500 in Closing Help with use of Preferred Lender & Title. Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D1 Interior Unit, a thoughtfully designed 3-level townhome offering 2,571 sq ft of beautifully finished living space. This interior unit features an

    Laura Bernth RE/MAX One

    Lot 110 - 23678 Weeping Willow Way, Leonardtown, MD 20650
  • /34

    $440,000

    Sold Sep 26, 2025

    25371 Allston Ln, Hollywood, MD 20636

    • 4 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 1978

    Last Sold Summary

    • $244/SF
    • 4 Days On Market

    Current Estimated Value $450,305

    Last Listing Agent Helen Mattingly Wernecke Berkshire Hathaway HomeServices PenFed Realty

    25371 Allston Ln, Hollywood, MD 20636
    • /57

      Est $368,673

      Not Listed For Sale

      23322 Jonquil Ln, California, MD 20619

      • 3 Beds
      • 2.5 Baths
      • 2,146 Sq Ft
      • Built 2007
      23322 Jonquil Ln, California, MD 20619

      Last Sold Summary

      • 2% Above List Price
      • $168/SF
      • 4 Days On Market
      • Last Sold Price $360,000
      • Apr 05, 2024

      Last Listing Agent Tracey Summers Century 21 New Millennium

  • /49

    $459,900

    • 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
  • /9

    $425,000

    Sold Jan 16, 2026

    43722 Martin Ln, Hollywood, MD 20636

    • 3 Beds
    • 3 Baths
    • 2,160 Sq Ft
    • Built 1999

    Last Sold Summary

    • $197/SF
    • 42 Days On Market

    Current Estimated Value $409,036

    Last Listing Agent Stella Barbour NOVA Brokers, LLC.

    43722 Martin Ln, Hollywood, MD 20636
    • /64

      Est $769,157

      Not Listed For Sale

      23015 Brixton Ct, Hollywood, MD 20636

      • 5 Beds
      • 5 Baths
      • 6,128 Sq Ft
      • Built 2007
      23015 Brixton Ct, Hollywood, MD 20636

      Last Sold Summary

      • 2% Above List Price
      • $123/SF
      • 13 Days On Market
      • Last Sold Price $755,000
      • Jul 19, 2024

      Last Listing Agent Cynthia Lisa RE/MAX

  • /34

    $365,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,568 Sq Ft

    26403 Fielding Rd, Hollywood, MD 20636

    Priced to sell: This solid, well-maintained 1,568 sq. ft. rambler is nestled on a level lot in a quiet neighborhood. The main level features three bedrooms and two full baths, highlighted by a great room with cathedral ceilings and a cozy fireplace. Step outside to a relaxing deck and a nicely landscaped yard with a paved driveway and storage shed. The full basement is a hobbyist's dream,

    Billy Fitzgerald Fitzgerald Realty & Auctioneers

    26403 Fielding Rd, Hollywood, MD 20636
  • /59

    $539,000

    Sold Jul 07, 2025

    23345 Risa Ln, California, MD 20619

    • 5 Beds
    • 4.5 Baths
    • 3,411 Sq Ft
    • Built 2008

    Last Sold Summary

    • $158/SF
    • 17 Days On Market

    Current Estimated Value $553,918

    Last Listing Agent Mary-Blake Summerlin CENTURY 21 New Millennium

    23345 Risa Ln, California, MD 20619

Showing Results 481 - 520, Page 13 of 18

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