13,215

Hollywood, MD Homes

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  • /3

    $920,000

    New Construction $20K PRICE INCREASE Under Contract
    • 6 Beds
    • 4.5 Baths
    • 5,326 Sq Ft

    23350 Morgan Ct, Hollywood, MD 20636

    Amazing custom Craftsman home loaded with upgraded features! Gourmet kitchen features a large island with plenty of seating, double ovens, a 6-burner gas cooktop with custom hood, stainless steel appliances, leathered granite countertops, and beautiful two-tone cabinetry. Huge walk-in pantry provides abundant storage. The kitchen, dining area, and great room flow seamlessly together, creating the

    Carol Kalmus-Choporis Century 21 Redwood Realty

    23350 Morgan Ct, Hollywood, MD 20636
  • /56

    $368,000

    Sold Oct 28, 2025

    23201 Foxglove St, California, MD 20619

    • 4 Beds
    • 3.5 Baths
    • 2,112 Sq Ft
    • Built 2012

    Last Sold Summary

    • $174/SF
    • 18 Days On Market

    Current Estimated Value $376,595

    Last Listing Agent Jessica Abad CENTURY 21 New Millennium

    23201 Foxglove St, California, MD 20619
    • /37

      Est $388,396

      Not Listed For Sale

      23005 Abell St, Leonardtown, MD 20650

      • 3 Beds
      • 1.5 Baths
      • 2,109 Sq Ft
      • Built 1955
      23005 Abell St, Leonardtown, MD 20650

      Last Sold Summary

      • 5% Above List Price
      • $175/SF
      • 4 Days On Market
      • Last Sold Price $370,000
      • Jun 26, 2024

      Last Listing Agent Dawn Bell RE/MAX

  • /41

    $449,900

    New Construction Pending
    • 4 Beds
    • 3.5 Baths

    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650

    ***SPRING SPECIAL $5,000 Builder Credit Plus $12,500 in Closing Help with Builder's preferred lender and title co*** (special is for this Homesite #101 Madison D3 only). ***IMMEDIATE DELIVERY***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 townhome offering 2,604 sq ft of

    Laura Bernth RE/MAX One

    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650
  • /113

    $638,000

    Sold Aug 12, 2025

    23275 Jenifer Ct, Leonardtown, MD 20650

    • 5 Beds
    • 4.5 Baths
    • 6,311 Sq Ft
    • Built 2005

    Last Sold Summary

    • $101/SF
    • 86 Days On Market

    Current Estimated Value $677,023

    Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

    23275 Jenifer Ct, Leonardtown, MD 20650
    • /39

      Est $464,900

      Not Listed For Sale

      41464 Helen Marie Ct, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 2,010 Sq Ft
      • Built 1995
      41464 Helen Marie Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 9% Above List Price
      • $211/SF
      • 60 Days On Market
      • Last Sold Price $425,000
      • Oct 06, 2023

      Last Listing Agent Josh Wilson RE/MAX

  • /62

    $429,900

    $9K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,148 Sq Ft

    23450 Sugar Pine Ln, California, MD 20619

    Beautiful multi-level townhome offering the perfect blend of space, comfort, and modern convenience for today’s active lifestyle. This end unit will have you living your most luxurious life the moment you step in and imagine yourself living here. The cool neutral tones are inviting and create warmth in the large space with ceiling height that impresses all. On the main level, you’ll find an

    Connie Gunn CENTURY 21 New Millennium

    23450 Sugar Pine Ln, California, MD 20619
  • /4

    $285,500

    Sold Mar 17, 2026

    22745 Duke St, Leonardtown, MD 20650

    • 2 Beds
    • 1 Bath
    • 868 Sq Ft
    • Built 1949

    Last Sold Summary

    • 5% Below List Price
    • $329/SF
    • 0 Days On Market

    Current Estimated Value $285,392

    Last Listing Agent Jimmy Hayden RE/MAX One

    22745 Duke St, Leonardtown, MD 20650
    • /18

      Est $237,056

      Not Listed For Sale

      23140 Cobblestone Ln Unit 309, California, MD 20619

      • 2 Beds
      • 2 Baths
      • 1,289 Sq Ft
      • Built 1995
      23140 Cobblestone Ln Unit 309, California, MD 20619

      Last Sold Summary

      • 25% Above List Price
      • $147/SF
      • 208 Days On Market
      • Last Sold Price $189,000
      • Mar 14, 2024

      Last Listing Agent Renee Phares Residential Plus Real Estate

  • /7

    $200,000

    • Land
    • 2.56 Acres
    • $78,125 per Acre

    26350 Three Notch Rd, Mechanicsville, MD 20659

    **Prime Commercial Opportunity on 2.56 Acres with Excellent Visibility!** This **corner lot** boasts approximately 750 feet of road frontage on busy Route 235 northbound, offering fantastic visibility and accessibility for your business. Zoned **RCL**, this property provides a wide range of commercial possibilities (county verification required), making it a flexible choice for entrepreneurs and

    Jessica Raley CENTURY 21 New Millennium

    26350 Three Notch Rd, Mechanicsville, MD 20659
  • /67

    $479,000

    Sold Sep 17, 2025

    45375 Concord Way, California, MD 20619

    • 4 Beds
    • 3.5 Baths
    • 2,436 Sq Ft
    • Built 2023

    Last Sold Summary

    • $197/SF
    • 53 Days On Market

    Last Listing Agent Trish Wallmark RE/MAX One

    45375 Concord Way, California, MD 20619
    • /55

      Est $532,793

      Not Listed For Sale

      23285 Joanne Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3 Baths
      • 2,546 Sq Ft
      • Built 2008
      23285 Joanne Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 18% Above List Price
      • $177/SF
      • 65 Days On Market
      • Last Sold Price $450,000
      • Jun 27, 2023

      Last Listing Agent Karen Alford-Brooks Century 21 New Millennium

  • /47

    $539,900

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,963 Sq Ft

    23422 Camellia Ct, California, MD 20619

    Great square footage with nearly 3,000 sq ft of living space! This brick-front Colonial features nicely sized rooms throughout and an open, functional floor plan. The upper level offers three full baths, including a convenient Jack-and-Jill bath—perfect for busy households.Quality finishes include crown molding, recessed lighting, hardwood floors throughout the main level, and upgraded carpet

    Carol Kalmus-Choporis Century 21 Redwood Realty

    23422 Camellia Ct, California, MD 20619
  • /21

    $185,000

    Sold May 07, 2026

    23242 Rosewood Ct Unit 1069, California, MD 20619

    • 1 Bed
    • 1 Bath
    • 759 Sq Ft
    • Built 1990

    Last Sold Summary

    • $244/SF
    • 6 Days On Market

    Current Estimated Value $180,575

    Last Listing Agent Mark Frisco CENTURY 21 New Millennium

    23242 Rosewood Ct Unit 1069, California, MD 20619
    • /83

      Est $751,524

      Not Listed For Sale

      23326 Pembrook Dr, Hollywood, MD 20636

      • 6 Beds
      • 3.5 Baths
      • 4,791 Sq Ft
      • Built 2004
      23326 Pembrook Dr, Hollywood, MD 20636

      Last Sold Summary

      • 2% Above List Price
      • $154/SF
      • 3 Days On Market
      • Last Sold Price $740,000
      • Apr 05, 2024

      Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

  • /10

    $200,000

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

    0 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

    0 Ewell Ln, Hollywood, MD 20636
  • /39

    $469,900

    Sold Dec 02, 2025

    Lot 90- 23688 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 90- 23688 Dragonfly Ln, Leonardtown, MD 20650
    • /43

      Est $451,448

      Not Listed For Sale

      23300 Misty Pond Ln, California, MD 20619

      • 3 Beds
      • 2 Baths
      • 1,714 Sq Ft
      • Built 2004
      23300 Misty Pond Ln, California, MD 20619

      Last Sold Summary

      • 1% Above List Price
      • $260/SF
      • 3 Days On Market
      • Last Sold Price $445,000
      • Apr 11, 2025

      Last Listing Agent Barbara Blades Century 21 New Millennium

  • /35

    $229,900

    Pending
    • 2 Beds
    • 1.5 Baths
    • 936 Sq Ft

    23240 Rosewood Ct, California, MD 20619

    Top level updated condo ready for a new owner to move right in! This unit has 2 bedrooms and 1 1/2 bathrooms. Recent updates include luxury vinyl plank flooring throughout main living area of home. Upgraded kitchen with newer appliances and bar style counter. Separate dining area with sliders opening to balcony. Close to schools, shopping, and area amenities. Easy drive to areas both north and

    Kelly Padgett Century 21 Redwood Realty

    23240 Rosewood Ct, California, MD 20619
  • /34

    $449,000

    Sold Dec 22, 2025

    23165 Heatherwood Ln, California, MD 20619

    • 3 Beds
    • 2 Baths
    • 1,642 Sq Ft
    • Built 2003

    Last Sold Summary

    • $273/SF
    • 9 Days On Market

    Current Estimated Value $450,489

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    23165 Heatherwood Ln, California, MD 20619
    • /37

      Est $702,608

      Not Listed For Sale

      23005 Brixton Ct, Hollywood, MD 20636

      • 4 Beds
      • 2.5 Baths
      • 3,668 Sq Ft
      • Built 2008
      23005 Brixton Ct, Hollywood, MD 20636

      Last Sold Summary

      • $192/SF
      • 5 Days On Market
      • Last Sold Price $705,000
      • Apr 03, 2025

      Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

  • /9

    $800,000

    $150K PRICE DROP Under Contract
    • 4 Beds
    • 2 Baths
    • 3,744 Sq Ft

    23660 Pine View Ln, Hollywood, MD 20636

    This property is located in a rapidly developing area of central St. Mary’s County very close to the expanding county airport, offering strong potential for future growth and investment.The parcel is currently zoned RL (Residential Low Density), which allows for one dwelling unit per acre, with the potential for up to five homes per acre under the current zoning ordinance. Additionally,

    Jimmy Hayden RE/MAX One

    23660 Pine View Ln, Hollywood, MD 20636
  • /50

    $360,000

    Sold Dec 31, 2025

    43124 Coles Dr, Hollywood, MD 20636

    • 3 Beds
    • 1 Bath
    • 1,134 Sq Ft
    • Built 1968

    Last Sold Summary

    • $317/SF
    • 1 Day On Market

    Current Estimated Value $353,235

    Last Listing Agent Stacey White Coldwell Banker Realty

    43124 Coles Dr, Hollywood, MD 20636
    • /10

      Est $272,470

      Not Listed For Sale

      44861 Hickory Landing Way, Hollywood, MD 20636

      • 2 Beds
      • 2 Baths
      • 1,658 Sq Ft
      • Built 1987
      44861 Hickory Landing Way, Hollywood, MD 20636

      Last Sold Summary

      • 89% Above List Price
      • $87/SF
      • 50 Days On Market
      • Last Sold Price $144,000
      • Jun 11, 2024

      Last Listing Agent Pennie Platt Home Towne Real Estate

  • /9

    $709,900

    $10K PRICE DROP Under Contract
    • 5 Beds
    • 3 Baths
    • 4,252 Sq Ft

    43275 Waverly Ct, Hollywood, MD 20636

    Welcome to this stunning 5 Bedroom, 3 Full Bath Colonial in the desirable Forrest Farm Subdivision. This elegant home offers space, style and thoughtful updates throughout. The impressive Brick Front, Side-Load 2 Car Garage, and long blacktop drive way provide beautiful curb appeal. Located at the end of a quiet court, the property features a fully fenced back yard with a storage shed complete

    Tammy Travers CENTURY 21 New Millennium

    43275 Waverly Ct, Hollywood, MD 20636
  • /45

    $260,000

    Sold Sep 18, 2025

    23510 F D R Blvd Unit 207, California, MD 20619

    • 2 Beds
    • 2 Baths
    • 1,236 Sq Ft
    • Built 2014

    Last Sold Summary

    • $210/SF
    • 13 Days On Market

    Current Estimated Value $267,154

    Last Listing Agent Kimberly Lantz O'Brien Realty ERA Powered

    23510 F D R Blvd Unit 207, California, MD 20619
    • /32

      Est $457,664

      Not Listed For Sale

      23331 White Elm Ct, California, MD 20619

      • 3 Beds
      • 2.5 Baths
      • 1,680 Sq Ft
      • Built 1988
      23331 White Elm Ct, California, MD 20619

      Last Sold Summary

      • 9% Above List Price
      • $251/SF
      • 1 Day On Market
      • Last Sold Price $421,000
      • Jul 24, 2023

      Last Listing Agent Chris Norris Residential Plus Real Estate Services

  • /35

    $475,000

    Under Contract
    • 5 Beds
    • 3 Baths
    • 1,752 Sq Ft

    44015 Sandy Bottom Rd, Hollywood, MD 20636

    You want large? You want one level? You want some land? You want to be rural? You want to be close to everything? This probably checked most or all your boxes. Stainless appliances, granite counter tops, hardwood flooring, etc. to take it to the top of your list. OVersized 2 car garage too. 5 BR, 3 BA single family rambler in sought after Hollywood.

    Jimmy Hayden RE/MAX One

    44015 Sandy Bottom Rd, Hollywood, MD 20636
  • /48

    $659,900

    Sold Aug 08, 2025

    23273 Nicholson St, Hollywood, MD 20636

    • 4 Beds
    • 4 Baths
    • 4,924 Sq Ft
    • Built 2003

    Last Sold Summary

    • $134/SF
    • 26 Days On Market

    Current Estimated Value $704,991

    Last Listing Agent Mary Helen Wiley Daly RE/MAX One

    23273 Nicholson St, Hollywood, MD 20636
    • /46

      Est $383,153

      Not Listed For Sale

      23296 By the Mill Rd, California, MD 20619

      • 4 Beds
      • 2.5 Baths
      • 1,350 Sq Ft
      • Built 1959
      23296 By the Mill Rd, California, MD 20619

      Last Sold Summary

      • 16% Above List Price
      • $244/SF
      • 9 Days On Market
      • Last Sold Price $330,000
      • Sep 08, 2023

      Last Listing Agent Jessica Abad Century 21 New Millennium

  • /59

    $489,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,316 Sq Ft

    23223 Sassafras Ln, California, MD 20619

    The highlight of this property is the privacy of the wooded backyard, with the hardscaped patio and fireplace, as well as a screened in back porch. Since moving in, in 2022, we have put on a new roof, renovated the master bathroom, and installed a new 50gal water heater. The home boasts ample closet space, including a huge pantry with access to the garage. It is also in a very desirable

    Thomas Hennerty NetRealtyNow.com, LLC

    23223 Sassafras Ln, California, MD 20619
  • /26

    $165,000

    Sold Jun 27, 2025

    24645 Hollywood Rd, Hollywood, MD 20636

    • 3 Beds
    • 1 Bath
    • 840 Sq Ft
    • Built 1935

    Last Sold Summary

    • $196/SF
    • 46 Days On Market

    Current Estimated Value $168,659

    Last Listing Agent Dennis Burks CENTURY 21 New Millennium

    24645 Hollywood Rd, Hollywood, MD 20636
    • /31

      Est $290,267

      Not Listed For Sale

      27064 Cape Saint Marys Dr, Mechanicsville, MD 20659

      • 2 Beds
      • 1 Bath
      • 840 Sq Ft
      • Built 1960
      27064 Cape Saint Marys Dr, Mechanicsville, MD 20659

      Last Sold Summary

      • 8% Above List Price
      • $319/SF
      • 3 Days On Market
      • Last Sold Price $268,000
      • Sep 18, 2023

      Last Listing Agent Sarah Swann Baldus Real Estate, Inc.

  • /44

    $355,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,347 Sq Ft

    26352 Jones Wharf Rd, Hollywood, MD 20636

    ***Always hoping for back up offers. Viewings are still welcome. This charming Cape Cod is nestled in a sought-after water-oriented community and offers the perfect blend of classic style and modern updates. Step inside to a welcoming living room centered around a gorgeous fireplace—an ideal space to relax or gather with guests. The eat-in kitchen has been beautifully upgraded with brand-new

    Jennifer Orban Douglas Realty, LLC

    26352 Jones Wharf Rd, Hollywood, MD 20636
  • /30

    $181,000

    Sold Aug 14, 2025

    23254 Chestnut Oak Ct, California, MD 20619

    • 1 Bed
    • 1 Bath
    • 759 Sq Ft
    • Built 1988

    Last Sold Summary

    • $238/SF
    • 5 Days On Market

    Current Estimated Value $179,768

    Last Listing Agent Andrew Shemeta CENTURY 21 New Millennium

    23254 Chestnut Oak Ct, California, MD 20619
    • /50

      Est $545,398

      Not Listed For Sale

      44950 Blackistone Cir, Hollywood, MD 20636

      • 4 Beds
      • 3 Baths
      • 2,156 Sq Ft
      • Built 1972
      44950 Blackistone Cir, Hollywood, MD 20636

      Last Sold Summary

      • 4% Above List Price
      • $244/SF
      • 89 Days On Market
      • Last Sold Price $525,000
      • Mar 08, 2024

      Last Listing Agent Juliet Brown Residential Plus Real Estate Services

  • /45

    $960,000

    $40K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,465 Sq Ft

    43671 Sunny Ridge Ln, Hollywood, MD 20636

    Set on nearly 14 acres along St. Thomas Creek in Hollywood, this fully renovated all-brick rambler offers a rare combination of space, thoughtful updates, and waterfront living. Inside, the home was completely remodeled in 2023, delivering a clean, refreshed interior designed for everyday comfort and easy entertaining. Just beyond the main living area, a new Trex deck spans the rear of the home,

    Caitlin Vallandingham Infinitas Realty Group

    43671 Sunny Ridge Ln, Hollywood, MD 20636
  • /5

    $664,900

    Sold Mar 20, 2026

    41515 Risen Star Ln, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,136 Sq Ft
    • Built 2015

    Last Sold Summary

    • 1% Above List Price
    • $161/SF
    • 0 Days On Market

    Current Estimated Value $658,878

    Last Listing Agent Cynthia Crispell Century 21 Redwood Realty

    41515 Risen Star Ln, Leonardtown, MD 20650
    • /47

      Est $796,694

      Not Listed For Sale

      24602 Blackistone Rd, Hollywood, MD 20636

      • 4 Beds
      • 3.5 Baths
      • 2,533 Sq Ft
      • Built 1989
      24602 Blackistone Rd, Hollywood, MD 20636

      Last Sold Summary

      • 4% Below List Price
      • $328/SF
      • 1 Day On Market
      • Last Sold Price $830,000
      • Feb 29, 2024

      Last Listing Agent Claire Davis Engel & Völkers Annapolis

  • /45

    $569,900

    New Construction Pending
    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    20260 Hawks Way, Leonardtown, MD 20650

    IMMEDIATE DELIVERY! Welcome to 20260 Hawks Way, a stunning immediate delivery brand new construction home situated on 1.34 flat acres in rural Leonardtown. This 4-bedroom, 2.5-bath residence showcases a modern design with thoughtful details and high-end finishes throughout. The main level features luxury vinyl plank flooring and a bright, open-concept layout perfect for both everyday living and

    Mark Frisco CENTURY 21 New Millennium

    20260 Hawks Way, Leonardtown, MD 20650

Showing Results 441 - 480, Page 12 of 18

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