12,867

Hollywood, MD Homes

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  • /81

    $465,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,624 Sq Ft

    25082 Pinto Dr, Hollywood, MD 20636

    Prepare to be amazed by how spacious this beautifully remodeled Hollywood home is!Step inside to an open-concept dining area and kitchen filled with natural light, featuring beautiful white built-ins and thoughtfully selected lighting throughout. Just beyond the kitchen is an impressive family room with a soaring cathedral ceiling—the perfect space for relaxing or entertaining.The primary

    Jessica Raley CENTURY 21 New Millennium

    25082 Pinto Dr, Hollywood, MD 20636
  • /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 $428,193

    Last Listing Agent Jesieryl Hartzer CENTURY 21 New Millennium

    23307 Sugar Pine Ln, California, MD 20619
    • /26

      Est $349,720

      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

      • 6 Days On Market

      Last Listing Agent Deborah Radvany EXP Realty, LLC

  • /22

    $475,000

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,365 Sq Ft

    24301 Old Hollywood Rd, Hollywood, MD 20636

    Motivated seller! One owner for almost 60 years! Home recently had new roof, new windows, new doors, and appliances. If you desire no subdivision, 1+ acres, detached garage/workshop, extra outside storage, secluded area, centrally located, and ONE level, this may be what you're looking for. Unfinished walk up/out basement with french drains, centrally located in Hollywood close to park. Close to

    Jimmy Hayden RE/MAX One

    24301 Old Hollywood Rd, Hollywood, MD 20636
  • /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 $352,303

    Last Listing Agent Pennie Platt Home Towne Real Estate

    22405 Indian Bridge Rd, California, MD 20619
    • /42

      Est $637,412

      Not Listed For Sale

      23641 Belmar Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,236 Sq Ft
      • Built 2012
      23641 Belmar Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Heather Foster RE/MAX One

  • /11

    $479,900

    New Construction Pending
    • 4 Beds
    • 3.5 Baths

    Lot 141 - 23653 Dragonfly Ln, Leonardtown, MD 20650

    **TO BE BUILT**** Homesite 141 - Oakley D1 End Unit ***October Delivery**** ***Choose your color scheme from of our available options** Photos shown are representative and intended to illustrate a similar finished townhouse. 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

    Laura Lee Hefley RE/MAX One

    Lot 141 - 23653 Dragonfly Ln, Leonardtown, MD 20650
  • /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 $436,018

    Last Listing Agent Lisa Riggleman RE/MAX One

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

      Not Listed For Sale

      23254 Chestnut Oak Ct, California, MD 20619

      • 1 Bed
      • 1 Bath
      • 759 Sq Ft
      • Built 1988
      23254 Chestnut Oak Ct, California, MD 20619

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Andrew Shemeta CENTURY 21 New Millennium

  • /5

    $199,000

    • Land
    • 32,670 Sq Ft
    • $265,333 per Acre

    9310 & 9314 River View Rd, Broomes Island, MD 20615

    A rare opportunity in charming Broomes Island! Two lots located at 9310 and 9314 River View Road offer beautiful water views from two sides of the property, creating an exceptional setting for your future home. The open, level land provides plenty of room to envision a home designed to take full advantage of the surrounding scenery, with views of the water that make this property feel distinctly

    Robin Cavallaro RE/MAX Realty Group

    9310 & 9314 River View Rd, Broomes Island, MD 20615
  • /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 $485,134

    Last Listing Agent Rich Thomas Redfin Corp

    23175 Whistlewood Ln, California, MD 20619
    • /30

      Est $311,698

      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

      • 10 Days On Market

      Last Listing Agent Anne Carter CENTURY 21 New Millennium

  • /38

    $487,400

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

    Lot 138 - 23671 Dragonfly Ln, Leonardtown, MD 20650

    ***UNDER CONTRACT*** 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 the

    Laura Lee Hefley RE/MAX One

    Lot 138 - 23671 Dragonfly Ln, Leonardtown, MD 20650
  • /95

    $1,100,000

    Sold Jun 30, 2026

    25890 Whiskey Creek Rd, Hollywood, MD 20636

    • 4 Beds
    • 2.5 Baths
    • 2,671 Sq Ft
    • Built 2002

    Last Sold Summary

    • $412/SF
    • 162 Days On Market

    Current Estimated Value $1,073,052

    Last Listing Agent Edna Wentworth Century 21 Redwood Realty

    25890 Whiskey Creek Rd, Hollywood, MD 20636
    • /30

      Est $532,550

      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

      • 78 Days On Market

      Last Listing Agent Anne Davis CENTURY 21 New Millennium

  • /16

    $279,900

    $20K PRICE DROP
    • 5 Beds
    • 1 Bath
    • 1,764 Sq Ft

    3971 Oyster House Rd, Broomes Island, MD 20615

    This distinctive A-frame property presents a compelling investment opportunity, ideally located near Island Creek—a peaceful canal that enhances the area’s charm and appeal. Offering 1,764 finished square feet, the home features five spacious bedrooms and one full bathroom, making it adaptable for a variety of uses, including long-term rentals or vacation stays. Situated on a generous 0.38-acre

    Suzette Hampton Samson Properties

    3971 Oyster House Rd, Broomes Island, MD 20615
  • /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 Lee Hefley RE/MAX One

    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650
    • /29

      Not Listed For Sale

      23252 Chestnut Oak Ct Unit 10B (1022), California, MD 20619

      • 2 Beds
      • 1.5 Baths
      • 936 Sq Ft
      • Built 1988
      23252 Chestnut Oak Ct Unit 10B (1022), California, MD 20619

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Susan Sokoloff Leonard Realty, Inc.

  • /18

    $11,500

    Sold Apr 20, 2026

    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636

    • Land
    • 1.23 Acres
    • $9,350 per Acre

    Last Sold Summary

    • 77% Below List Price
    • 57 Days On Market

    Last Listing Agent Joseph Hawkins Hawkins Real Estate Company

    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636
    • /30

      Est $449,338

      Not Listed For Sale

      23603 Crosswinds Way, California, MD 20619

      • 3 Beds
      • 3 Baths
      • 2,371 Sq Ft
      • Built 2025
      23603 Crosswinds Way, California, MD 20619

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent John Christ Samson Properties

  • /16

    $465,000

    Coming Soon Sep 11
    • 4 Beds
    • 2 Baths
    • 2,022 Sq Ft

    22712 Parkview Dr, California, MD 20619

    OPEN HOUSE SATURDAY 1:30–3:00 PM!Come tour this exceptionally well-maintained rambler in California, MD! This home offers a spacious layout, freshly painted interior, newer appliances, well-maintained major systems, and a fully encapsulated crawl space. Outside, enjoy the expansive carport, rear deck, shed, and mature landscaping. No HOA and conveniently located with access to Leonardtown

    Lesa Clark Redfin Corp

    22712 Parkview Dr, California, MD 20619
  • /34

    $300,000

    Sold Jun 18, 2026

    23358 Red Oak Ct, California, MD 20619

    • 3 Beds
    • 2.5 Baths
    • 1,906 Sq Ft
    • Built 1980

    Last Sold Summary

    • $157/SF
    • 8 Days On Market

    Current Estimated Value $301,038

    Last Listing Agent Dorothy Bistransin Redfin Corp

    23358 Red Oak Ct, California, MD 20619
    • /40

      Not Listed For Sale

      43533 Marguerite Way, California, MD 20619

      • 3 Beds
      • 2 Baths
      • 1,624 Sq Ft
      • Built 2013
      43533 Marguerite Way, California, MD 20619

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Kimberly Scott Century 21 Redwood Realty

  • /65

    $500,000

    • 4 Beds
    • 3 Baths
    • 1,804 Sq Ft

    23655 Daniel Farm Ln, Hollywood, MD 20636

    Welcome to 23655 Daniel Farm Lane, situated on a spacious 1-acre lot in Hollywood, Maryland! This well-maintained home offers generous living space, thoughtful updates, and a flexible layout designed to accommodate a variety of lifestyles.Step inside to a freshly painted interior and beautiful hardwood floors throughout the main living area. The updated kitchen features stainless steel

    DJ Hayes RLAH @properties

    23655 Daniel Farm Ln, Hollywood, MD 20636
  • /40

    $485,900

    Sold Apr 28, 2026

    Lot 108- 23666 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 1% Above List Price

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 108- 23666 Weeping Willow Way, Leonardtown, MD 20650
    • /25

      Est $399,087

      Not Listed For Sale

      23888 Hollywood Rd, Leonardtown, MD 20650

      • 4 Beds
      • 2 Baths
      • 1,450 Sq Ft
      • Built 1972
      23888 Hollywood Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Mark Frisco CENTURY 21 New Millennium

  • /2

    $775,000

    • Land
    • 4.7 Acres
    • $164,894 per Acre

    0 Cottonwood Pkwy, Wildewood, MD 20619

    4.7 Commercial Acres in Wildewood Technology ParkOne of the last available lots!Rare opportunity to purchase 4.7 commercial acres in the highly desirable Wildewood Technology Park, positioned in the heart of St. Mary’s County’s future growth corridor.This property aligns with the County’s Innovative District Master Plan surrounding the airport, placing it at the forefront of future

    Jessica Raley CENTURY 21 New Millennium

    0 Cottonwood Pkwy, Wildewood, MD 20619
  • /25

    $485,000

    Sold Apr 30, 2026

    44093 Redbud Ln, California, MD 20619

    • 4 Beds
    • 2.5 Baths
    • 2,703 Sq Ft
    • Built 1994

    Last Sold Summary

    • $179/SF
    • 0 Days On Market

    Current Estimated Value $485,784

    Last Listing Agent Wayne & Christine Floyd RE/MAX Realty Group

    44093 Redbud Ln, California, MD 20619
    • /58

      Est $434,218

      Not Listed For Sale

      23463 Sugar Pine Ln, California, MD 20619

      • 3 Beds
      • 4 Baths
      • 2,148 Sq Ft
      • Built 2022
      23463 Sugar Pine Ln, California, MD 20619

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Erika Yowell EXP Realty, LLC

  • /6

    $639,900

    Open Sat 11AM - 1PM
    • 4 Beds
    • 3.5 Baths
    • 3,340 Sq Ft

    23444 Lindsay Dr, Leonardtown, MD 20650

    Discover a luxurious lifestyle in this stunning 2023 Colonial home nestled in the desirable Clark's Rest community. This exquisite residence boasts four spacious bedrooms and three and a half elegantly appointed bathrooms, perfect for both relaxation and entertaining. The heart of the home features high-end appliances, including an ENERGY STAR refrigerator and built-in microwave, ensuring both

    Natalya Ford RE/MAX One

    23444 Lindsay Dr, Leonardtown, MD 20650
  • /137

    $1,450,000

    Sold Feb 17, 2026

    24754 Half Pone Point Rd, Hollywood, MD 20636

    • 5 Beds
    • 5 Baths
    • 4,857 Sq Ft
    • Built 2015

    Last Sold Summary

    • $299/SF
    • 154 Days On Market

    Current Estimated Value $1,486,986

    Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

    24754 Half Pone Point Rd, Hollywood, MD 20636
    • /18

      Not Listed For Sale

      24861 Peaceful View Way, Hollywood, MD 20636

      24861 Peaceful View Way, Hollywood, MD 20636

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Kalee Kelly Infinitas Realty Group

  • /114

    $825,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,783 Sq Ft

    44015 Drum Cliff Rd, Hollywood, MD 20636

    Escape to your own private waterfront retreat! Stunning panoramic views of the Patuxent River will greet you each day at this hilltop property where the water is visible from almost every window. Aptly named "Turtle Watch," this almost 2-acre slice of serenity is tucked away from the hustle and bustle of daily life. With great spaces for entertaining or quiet contemplation, this desirable

    Andrew Shemeta CENTURY 21 New Millennium

    44015 Drum Cliff Rd, Hollywood, MD 20636
  • /41

    $458,550

    Sold Feb 26, 2026

    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • Built 2025

    Last Sold Summary

    • 78 Days On Market

    Last Listing Agent Laura Lee Hefley RE/MAX One

    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650
    • /5

      Est $450,173

      Not Listed For Sale

      23621 Crosswinds Way, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 2,400 Sq Ft
      • Built 2025
      23621 Crosswinds Way, California, MD 20619

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent John Christ Samson Properties

  • /74

    $649,000

    $21K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,051 Sq Ft

    23591 Margrave Dr, Leonardtown, MD 20650

    Welcome to this home in the desirable Leonard's Grant community, tucked toward the back of the neighborhood and featuring a large fenced backyard and composite deck—perfect for outdoor entertaining and everyday enjoyment.Upon entering, you're greeted by a grand staircase and a front living room with built-in bookshelves that flows seamlessly into the formal dining room and kitchen. The

    Heather Foster RE/MAX One

    23591 Margrave Dr, Leonardtown, MD 20650
  • /27

    $385,000

    Sold Jun 24, 2026

    23222 Mountain Laurel Ln, California, MD 20619

    • 4 Beds
    • 3 Baths
    • 2,112 Sq Ft
    • Built 2015

    Last Sold Summary

    • $182/SF
    • 3 Days On Market

    Current Estimated Value $385,113

    Last Listing Agent Darlene Norris Redfin Corp

    23222 Mountain Laurel Ln, California, MD 20619
    • /23

      Est $377,324

      Not Listed For Sale

      43539 Wild Iris St, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 2,112 Sq Ft
      • Built 2013
      43539 Wild Iris St, California, MD 20619

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent DJ Brady EXP Realty, LLC

  • /42

    $329,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    24625 Hollywood Rd, Hollywood, MD 20636

    Discover the charm of this inviting home, nestled on a generous 0.88-acre lot. Built in 1978, this ranch-style home offers a perfect blend of comfort and functionality, making it an ideal retreat for those seeking a spacious living environment. Step inside to find a thoughtfully designed split bedroom layout, featuring three well-appointed bedrooms and two full bathrooms, providing ample space

    Susan Sokoloff Leonard Realty, Inc.

    24625 Hollywood Rd, Hollywood, MD 20636

Showing Results 161 - 200, Page 5 of 18

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