13,214

Hollywood, MD Homes

Section Image
  • /46

    $489,900

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

    Lot 151 - 23790 Wisteria Ln, Leonardtown, MD 20650

    ***PENDING********* Lot 151 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

    Laura Bernth RE/MAX One

    Lot 151 - 23790 Wisteria Ln, Leonardtown, MD 20650
  • /35

    $2,600 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,080 Sq Ft
    • Townhouse for Rent

    43578 Marguerite Way, California, MD 20619

    Lovely Townhome in desirable Magnolia Park of Wildewood. Over 2000 sq.ft. and backing to trees, this beautiful unit has 3 Bedrooms, 3.5 Baths as well as a large rec room on the ground level that could easily be used for a 4th Bedroom/Guest Space, Office or additional Family Room. Gracious Entry with hardwood flooring provides the perfect welcoming area for guests and an ample drop zone as you

    MaryAnne Crewse O'Brien Realty ERA Powered

    43578 Marguerite Way, California, MD 20619
  • /20

    $400,000

    Sold Apr 22, 2026

    26258 Three Notch Rd, Mechanicsville, MD 20659

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 1973

    Last Sold Summary

    • 8% Above List Price
    • $275/SF
    • 3 Days On Market

    Current Estimated Value $380,425

    Last Listing Agent Heather Cooksey RE/MAX One

    26258 Three Notch Rd, Mechanicsville, MD 20659
    • /50

      Est $631,998

      Not Listed For Sale

      41442 Dauber Way, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,558 Sq Ft
      • Built 2013
      41442 Dauber Way, Leonardtown, MD 20650

      Last Sold Summary

      • 4% Above List Price
      • $171/SF
      • 3 Days On Market
      • Last Sold Price $610,000
      • May 08, 2025

      Last Listing Agent Lesa Clark Redfin Corp

  • /75

    $574,900

    • 5 Beds
    • 3.5 Baths
    • 4,300 Sq Ft

    41482 Pensive St, Leonardtown, MD 20650

    Instant Equity! 5 Bed 3.5 Bath Colonial w/ a fully finished basement and a 2-car garage, boasting over 4500SQFT located in Sought After Neighborhood of Leonard's Grant! Homes with this SQFT at this price point are almost non-existent. Similar homes have sold in this neighborhood for $625,000-$675,000! This home will need some cosmetic repair but is ready to shine again! From the street you are

    Mark Frisco CENTURY 21 New Millennium

    41482 Pensive St, Leonardtown, MD 20650
  • /54

    $2,695 Per Month

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft
    • House for Rent

    23581 Belmar Dr, Leonardtown, MD 20650

    Recently Renovated Cabin on Over 2 Acres in Leonardtown! 3 Spacious Bedrooms; 2 Full Baths; Fully Renovated Kitchen with New Cabinets, Countertops, Appliances; New Flooring! See it Today! Walking Distance to Duke Elementary and Minutes to Leonardtown Middle School and Leonardtown High School! Close to Leonardtown Square, Shopping, Restaurants, Schools, and More! Application fee is $65 per adult

    Erika Yowell EXP Realty, LLC

    23581 Belmar Dr, Leonardtown, MD 20650
  • /55

    $449,900

    Sold Apr 24, 2026

    23600 Crosswinds Way, California, MD 20619

    • 3 Beds
    • 3.5 Baths
    • 2,412 Sq Ft
    • Built 2023

    Last Sold Summary

    • $187/SF
    • 12 Days On Market

    Current Estimated Value $447,102

    Last Listing Agent Andrew Undem Berkshire Hathaway HomeServices Homesale Realty

    23600 Crosswinds Way, California, MD 20619
    • /43

      Est $577,770

      Not Listed For Sale

      24700 Broad Creek Dr, Hollywood, MD 20636

      • 5 Beds
      • 3.5 Baths
      • 3,396 Sq Ft
      • Built 2013
      24700 Broad Creek Dr, Hollywood, MD 20636

      Last Sold Summary

      • 10% Above List Price
      • $155/SF
      • 6 Days On Market
      • Last Sold Price $525,000
      • Jun 26, 2023

      Last Listing Agent Drema Ballengee-grunst EXP Realty, LLC

  • /30

    $479,900

    New Construction Pending
    • 4 Beds
    • 3.5 Baths

    Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650

    Homesite 102 Oakley D1*** Late March Delivery***Builder Incentive $12,500 in Closing Help with use of preferred lender and title company. New Construction – 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

    Laura Bernth RE/MAX One

    Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650
  • /11

    $525,000

    Sold May 30, 2025

    24140 Wheatherby Dr, Hollywood, MD 20636

    • 4 Beds
    • 2.5 Baths
    • 2,450 Sq Ft
    • Built 2013

    Last Sold Summary

    • $214/SF
    • 0 Days On Market

    Current Estimated Value $551,485

    Last Listing Agent Jimmy Hayden RE/MAX One

    24140 Wheatherby Dr, Hollywood, MD 20636
    • /37

      Est $475,381

      Not Listed For Sale

      26190 Murphy Ln, Mechanicsville, MD 20659

      • 3 Beds
      • 2.5 Baths
      • 1,596 Sq Ft
      • Built 2015
      26190 Murphy Ln, Mechanicsville, MD 20659

      Last Sold Summary

      • 12% Above List Price
      • $266/SF
      • 8 Days On Market
      • Last Sold Price $425,000
      • Dec 29, 2023

      Last Listing Agent Mike Jordan Century 21 New Millennium

  • /42

    $575,000

    $25K PRICE DROP Under Contract
    • 5 Beds
    • 3.5 Baths
    • 3,772 Sq Ft

    45182 Woodhaven Dr, California, MD 20619

    HUGE Price improvement- GREAT home and price, in the sought-after Woods at Myrtle Point! This Colonial home welcomes you with five spacious bedrooms, three-and-a-half baths, and more than 5,000 square feet of space designed for comfortable living. The dedicated office or study invites productivity or peaceful reading, while the main level’s LVP flooring and open layout create a bright, inviting

    Ellie Stommel Hyatt & Company Real Estate LLC

    45182 Woodhaven Dr, California, MD 20619
  • /84

    $1,300,000

    Sold May 11, 2026

    44850 Joy Chapel Rd, Hollywood, MD 20636

    • 3 Beds
    • 3.5 Baths
    • 4,241 Sq Ft
    • Built 1973

    Last Sold Summary

    • 13% Below List Price
    • $307/SF
    • 38 Days On Market

    Current Estimated Value $1,504,196

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    44850 Joy Chapel Rd, Hollywood, MD 20636
    • /72

      Est $545,613

      Not Listed For Sale

      44114 Beaver Creek Dr, California, MD 20619

      • 5 Beds
      • 3.5 Baths
      • 3,169 Sq Ft
      • Built 2012
      44114 Beaver Creek Dr, California, MD 20619

      Last Sold Summary

      • 3% Above List Price
      • $167/SF
      • 2 Days On Market
      • Last Sold Price $530,000
      • Jul 19, 2024

      Last Listing Agent Kelly Padgett Century 21 Redwood Realty

  • /29

    $450,000

    $5K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,452 Sq Ft

    23609 Crosswinds Way, California, MD 20619

    Motivated seller!!!! Ready to make a deal!!!! 2025 Build. Why wait for new construction when this home is completely move-in ready and loaded with upgrades. This beautiful home offers 4 bedrooms and 3.5 bathrooms with a versatile and highly desirable layout. The entry level features an oversized two-car garage equipped with an electric vehicle charging plug, a rare and valuable feature. This

    Boyd Grainger Pearson Smith Realty, LLC

    23609 Crosswinds Way, California, MD 20619
  • /2

    $225,000

    Sold Jul 09, 2025

    44939 Clarks Mill Rd, Hollywood, MD 20636

    • 5 Beds
    • 3 Baths
    • 3,213 Sq Ft
    • Built 1951

    Last Sold Summary

    • $70/SF

    Current Estimated Value $378,497

    Last Listing Agent Billy Rabbitt The Southside Group Real Estate

    44939 Clarks Mill Rd, Hollywood, MD 20636
    • /57

      Est $607,011

      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

      • 1% Above List Price
      • $163/SF
      • 18 Days On Market
      • Last Sold Price $600,000
      • Jun 28, 2024

      Last Listing Agent Patrick Deighan Century 21 New Millennium

  • /95

    $1,100,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,671 Sq Ft

    25890 Whiskey Creek Rd, Hollywood, MD 20636

    Welcome to your waterfront sanctuary and entertainers dream home! The custom craftmanship in this home will amaze you. This 4 bedroom 2 1/2 bathroom home has everything at your fingertips. Family room w/fireplace and exposed beams. Built in bar and entertainment space off family room and kitchen. Large gourmet kitchen and formal dining room. Upper level with primary bedroom and primary bathroom.

    Edna Wentworth CENTURY 21 New Millennium

    25890 Whiskey Creek Rd, Hollywood, MD 20636
  • /71

    $524,900

    Sold Apr 28, 2026

    23321 Dianthus Way, California, MD 20619

    • 5 Beds
    • 3.5 Baths
    • 2,909 Sq Ft
    • Built 2008

    Last Sold Summary

    • $180/SF
    • 3 Days On Market

    Current Estimated Value $523,410

    Last Listing Agent Jessica Abad CENTURY 21 New Millennium

    23321 Dianthus Way, California, MD 20619
    • /87

      Est $704,381

      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

      • 5% Below List Price
      • $149/SF
      • 3 Days On Market
      • Last Sold Price $740,000
      • Nov 14, 2024

      Last Listing Agent Heather Foster RE/MAX

  • /57

    $630,000

    • 5 Beds
    • 3.5 Baths
    • 3,642 Sq Ft

    45480 Havenridge St, California, MD 20619

    Is there a 5-bed single family home in California MD near PAX River with modern finishes, outdoor space, and immediate occupancy? Welcome to 45480 Havenridge St in The Woods at Myrtle Point, offering 4,378 sqft, a finished walkout basement, and a prime location just minutes from PAX Naval Air Station and Myrtle Point Park.This 5-bed single family home in California MD, built in 2016, blends

    Lisa Riggleman RE/MAX One

    45480 Havenridge St, California, MD 20619
  • /19

    $217,000

    Sold Dec 31, 2025

    44759 Woodlake Ct Unit 726, California, MD 20619

    • 2 Beds
    • 1.5 Baths
    • 936 Sq Ft
    • Built 1984

    Last Sold Summary

    • 1% Below List Price
    • $232/SF
    • 128 Days On Market

    Current Estimated Value $214,054

    Last Listing Agent Mitchell Seifert RE/MAX One

    44759 Woodlake Ct Unit 726, California, MD 20619
    • /10

      Est $263,173

      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

      • 1% Above List Price
      • $302/SF
      • 6 Days On Market
      • Last Sold Price $259,950
      • Jan 16, 2024

      Last Listing Agent Ronald Watson Flag Real Estate Inc.

  • /46

    $489,900

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

    Lot 117 - 23720 Weeping Willow Way, Leonardtown, MD 20650

    ***UNDER CONTRACT********* Lot 117 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

    Laura Bernth RE/MAX One

    Lot 117 - 23720 Weeping Willow Way, Leonardtown, MD 20650
  • /45

    $420,000

    Sold Oct 10, 2025

    23307 Sugar Pine Ln, California, MD 20619

    • 3 Beds
    • 4 Baths
    • 2,168 Sq Ft
    • Built 2023

    Last Sold Summary

    • $194/SF
    • 41 Days On Market

    Current Estimated Value $430,062

    Last Listing Agent Jesieryl Hartzer CENTURY 21 New Millennium

    23307 Sugar Pine Ln, California, MD 20619
    • /46

      Est $571,775

      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

      • 9% Above List Price
      • $158/SF
      • 5 Days On Market
      • Last Sold Price $525,000
      • Jul 31, 2023

      Last Listing Agent David Meinhardt Chesapeake Fine Homes, LLC.

  • /2

    $680,000

    $31K PRICE INCREASE Pending
    • 6 Beds
    • 5 Baths
    • 5,391 Sq Ft

    23449 Canna Ct, California, MD 20619

    Amanda Holmes EXP Realty, LLC

    23449 Canna Ct, California, MD 20619
  • /2

    $250,000

    Sold Aug 22, 2025

    24435 Lakeland Dr, Hollywood, MD 20636

    • 4 Beds
    • 1.5 Baths
    • 1,870 Sq Ft
    • Built 1970

    Last Sold Summary

    • $134/SF
    • 3 Days On Market

    Current Estimated Value $273,448

    Last Listing Agent Don Frederick RE/MAX United Real Estate

    24435 Lakeland Dr, Hollywood, MD 20636
    • /34

      Est $586,841

      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

      • 3% Above List Price
      • $150/SF
      • 4 Days On Market
      • Last Sold Price $569,000
      • Jul 31, 2024

      Last Listing Agent Thomas Hennerty NetRealtyNow.com, LLC

  • /45

    $438,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,672 Sq Ft

    23610 Goodwill Way, California, MD 20619

    Welcome to 23610 Goodwill Way in the heart of California, MD. This interior townhouse is a well-located property offering comfort, convenience, and everyday functionality. Situated in the desirable neighborhood of The Woods at Myrtle Point, this home provides easy access to shopping, dining, and major commuter routes, making it an excellent choice for both work and leisure.Inside, you’ll find

    Brittany Harlan CENTURY 21 New Millennium

    23610 Goodwill Way, California, MD 20619
  • /24

    $235,000

    Sold Feb 27, 2026

    22405 Indian Bridge Rd, California, MD 20619

    • 3 Beds
    • 2 Baths
    • 1,823 Sq Ft
    • Built 1957

    Last Sold Summary

    • $129/SF
    • 334 Days On Market

    Current Estimated Value $345,952

    Last Listing Agent Pennie Platt Home Towne Real Estate

    22405 Indian Bridge Rd, California, MD 20619
    • /26

      Est $341,774

      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

      • 1% Above List Price
      • $200/SF
      • 6 Days On Market
      • Last Sold Price $339,000
      • Nov 22, 2024

      Last Listing Agent Deborah Radvany EXP Realty, LLC

  • /2

    $610,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 3,796 Sq Ft

    43356 Quail St, Hollywood, MD 20636

    Welcome to this beautifully maintained colonial in the sought-after Broad Creek neighborhood in Hollywood—offering the perfect blend of space, updates, and location. Built in 2016, this 5-bedroom, 3.5-bathroom home is move-in ready and thoughtfully refreshed for its next owners. The main level and upper level feature brand new carpet, and the top floors have been freshly painted, giving the home

    Lauren Garner EXP Realty, LLC

    43356 Quail St, Hollywood, MD 20636
  • /35

    $434,500

    Sold Nov 14, 2025

    23776 Myrtle Glen Way, California, MD 20619

    • 3 Beds
    • 4 Baths
    • 2,432 Sq Ft
    • Built 2020

    Last Sold Summary

    • $179/SF
    • 5 Days On Market

    Current Estimated Value $432,053

    Last Listing Agent Lisa Riggleman RE/MAX One

    23776 Myrtle Glen Way, California, MD 20619
    • /30

      Est $305,747

      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

      • 4% Above List Price
      • $201/SF
      • 10 Days On Market
      • Last Sold Price $295,000
      • Feb 06, 2025

      Last Listing Agent Anne Carter Century 21 New Millennium

  • /45

    $449,900

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

    Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650

    Homesite 100 Madison D1: *** Mid March 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 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650
  • /38

    $490,000

    Sold May 14, 2026

    23175 Whistlewood Ln, California, MD 20619

    • 4 Beds
    • 2.5 Baths
    • 2,169 Sq Ft
    • Built 2002

    Last Sold Summary

    • $226/SF
    • 28 Days On Market

    Current Estimated Value $485,893

    Last Listing Agent Rich Thomas Redfin Corp

    23175 Whistlewood Ln, California, MD 20619
    • /30

      Est $528,687

      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

      • 8% Above List Price
      • $267/SF
      • 78 Days On Market
      • Last Sold Price $489,000
      • Sep 14, 2023

      Last Listing Agent Anne Davis Century 21 New Millennium

  • /60

    $520,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,926 Sq Ft

    23207 Moakley St, Leonardtown, MD 20650

    Charming home located in Leonardtown, offering the perfect combination of privacy and convenience. Situated on a flat 1-acre lot with no HOA, this property gives you space to spread out while still being just minutes from shopping, dining, and everything Leonardtown has to offer.Inside, you’ll find wood floors throughout the entire first level and a bright white kitchen that feels clean and

    Heather Foster RE/MAX One

    23207 Moakley St, Leonardtown, MD 20650
  • /46

    $439,900

    Sold Mar 31, 2026

    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • Built 2025

    Last Sold Summary

    • 74 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650

Showing Results 121 - 160, Page 4 of 18

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