12,868

Hollywood, MD Homes

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  • /3

    $89,000

    • Land
    • 1 Acre
    • $89,000 per Acre

    0 Lawrence Hayden Rd Unit MDSM2033606, Hollywood, MD 20636

    BUILD YOUR FUTURE IN HOLLYWOOD!Opportunity awaits on this 1-acre vacant lot on Lawrence Hayden Road in Hollywood, St. Mary’s County, Maryland. Whether you're looking to build your dream home, create a private retreat, or secure land for future investment, this property offers an opportunity to own a piece of Southern Maryland in an established residential area.Located along

    Agent Photo

    Floretta Davis

    Samson Properties

    0 Lawrence Hayden Rd Unit MDSM2033606, Hollywood, MD 20636
  • /44

    $3,075 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,140 Sq Ft
    • House for Rent

    23650 Coventry Dr, Leonardtown, MD 20650

    What a great place to call home! Recenly repainted just for you,Charming floor plan with steps to the upper level off the family room, you will love the design. Three large bedrooms upstairs and the primary suite has an exceptionally large bath with two vanity areas and a huge walk in shower. Nice and clean . Hardwood flooring is lovely. Big level back yard is great for your entertaining needs.

    Agent Photo

    Gail Nyman

    RE/MAX United Real Estate

    23650 Coventry Dr, Leonardtown, MD 20650
  • /2

    $110,000

    Sold May 12, 2026

    0 Steer Horn Neck Rd Unit MDSM2031254, Hollywood, MD 20636

    • Land
    • 22,651 Sq Ft
    • $211,538 per Acre

    Last Sold Summary

    Last Listing Agent Patrick Deighan CENTURY 21 New Millennium

    0 Steer Horn Neck Rd Unit MDSM2031254, Hollywood, MD 20636
    • /50

      Est $542,698

      Not Listed For Sale

      41412 Doctors Crossing Rd, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 2,686 Sq Ft
      • Built 2019
      41412 Doctors Crossing Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Delaney Clarke RE/MAX United Real Estate

  • /16

    $799,000

    • 5 Beds
    • 3 Baths
    • 2,727 Sq Ft

    44908 Hickory Landing Way, Hollywood, MD 20636

    17.5 Acres on Cuckold Creek. Rare large waterfront property of 17.5+ acres to provide you peace, quiet and privacy on highly desired Cuckold Creek. The 17.5 acres are mostly level and heavily wooded with walnut, Cypress, Maple, Oak and pine . Wildlife abounds. The Hickory Landing community dock on the property will have your own boat slip. A large garden plot is right on Hickory Landing Way, but

    Agent Photo

    Barbara Raley

    Berkshire Hathaway HomeServices PenFed Realty

    44908 Hickory Landing Way, Hollywood, MD 20636
  • /31

    Starting at $1,875 Per Month

    • 1 - 3 Beds

    45086 Voyage Path, California, MD 20619

    Discover luxury apartments in California, MD at Settler's Landing. Our beautiful apartment homes feature one-, two-, and three-bedroom layouts designed to give you ample living and storage space. Our apartments are complete with granite countertops, ceramic floors, and private patios. You'll also enjoy our 24-hour fitness center, bark park for resident pets, resort-style pool, and outdoor fire

    Settler's Landing

    45086 Voyage Path, California, MD 20619
  • /83

    $655,000

    Sold Apr 24, 2026

    41497 Affirmed Way, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,934 Sq Ft
    • Built 2008

    Last Sold Summary

    • $166/SF
    • 2 Days On Market

    Current Estimated Value $653,952

    Last Listing Agent Heather Foster RE/MAX One

    41497 Affirmed Way, Leonardtown, MD 20650
    • /28

      Est $499,850

      Not Listed For Sale

      45120 Nalley Rd, Hollywood, MD 20636

      • 4 Beds
      • 3 Baths
      • 2,496 Sq Ft
      • Built 1989
      45120 Nalley Rd, Hollywood, MD 20636

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Anne Davis CENTURY 21 New Millennium

  • /70

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 1,668 Sq Ft

    22435 Indian Bridge Rd, California, MD 20619

    Welcome to 22435 Indian Bridge Road, a private 3-bedroom, 2.5-bath home with approximately 1,668 sq. ft. of living space, including a 20’ x 20’ rear addition. Set back from the road with a long paved driveway, mature trees, and a fenced front yard, this property offers privacy, space, and plenty of versatility.Inside, you’ll find cherry wood floors, granite countertops, white cabinetry,

    Agent Photo

    Edward Tully

    RE/MAX One

    22435 Indian Bridge Rd, California, MD 20619
  • /32

    Starting at $2,275 Per Month

    • 2 - 3 Beds

    44980 Hamptons Blvd, Leonardtown, MD 20650

    The Newest Apartment Community Serving Pax River. Luxury apartment homes in Leonardtown, MD. A Gated Community within walking distance to the town square, which features many restaurants, shops, entertainment venues and the Wharf Waterfront. Short drive to NAVAIR - Pax River Naval Air Station. 2 and 3 bedroom apartments...all with 2 bathrooms, gourmet kitchens, FREE CLIMATE CONTROLLED STORAGE

    The Hamptons at Leonardtown

    44980 Hamptons Blvd, Leonardtown, MD 20650
  • /33

    $390,000

    Sold Oct 30, 2025

    23305 Hyacinth Ln, California, MD 20619

    • 3 Beds
    • 3.5 Baths
    • 2,822 Sq Ft
    • Built 2009

    Last Sold Summary

    • $138/SF
    • 46 Days On Market

    Current Estimated Value $399,593

    Last Listing Agent Lauren Garner EXP Realty, LLC

    23305 Hyacinth Ln, California, MD 20619
    • /32

      Est $413,301

      Not Listed For Sale

      23421 Dahlia Cir, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 2,884 Sq Ft
      • Built 2006
      23421 Dahlia Cir, California, MD 20619

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Shelly Alonso Samson Properties

  • /83

    $550,000

    Under Contract
    • 4 Beds
    • 3 Baths
    • 3,112 Sq Ft

    44737 Green Acre Ln, California, MD 20619

    Tucked in the trees on Green Acre Ln, this gorgeous Wildewood home offers just that... more than 1-acre of private yard and wooded surroundings! With more than 3,100 sq ft of finished living space, you can comfortably stretch out in this 4-bedroom, 3-bath, Split Level on a quiet, no-thruway lane. Attractive landscaping leads to a front porch just made for rocking chairs and friendly waves to

    Agent Photo

    Patrick Deighan

    CENTURY 21 New Millennium

    44737 Green Acre Ln, California, MD 20619
  • /34

    Starting at $1,695

    Total Monthly Price

    • 1 - 3 Beds

    23314 Surrey Way, California, MD 20619

    The Apartments of Wildewood is Saint Mary’s premier rental community! Centrally located to everything from employment to entertainment! Our residents have access to many amenities such as two beautiful clubhouses, two sparkling pools, and 24 hour fitness center and on site storage. Friends and family will be awed by your spacious new home with a garage, fireplace, soaring ceilings and soaking

    Apartments of Wildewood

    23314 Surrey Way, California, MD 20619
  • /86

    $633,000

    Sold Sep 19, 2025

    22272 Orchard Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,745 Sq Ft
    • Built 2004

    Last Sold Summary

    • $169/SF
    • 1 Day On Market

    Current Estimated Value $646,198

    Last Listing Agent Christina Reed RE/MAX One

    22272 Orchard Ct, Leonardtown, MD 20650
    • /39

      Est $646,750

      Not Listed For Sale

      23293 Nicholson St, Hollywood, MD 20636

      • 5 Beds
      • 3 Baths
      • 3,036 Sq Ft
      • Built 2003
      23293 Nicholson St, Hollywood, MD 20636

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Diana Charles Douglas Vylla Home

  • /34

    $449,900

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Lot 158 - 23646 Dragonfly Ln, Leonardtown, MD 20650

    ****PENDING*** Homesite # 158 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 townhome offering 2,554 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in cubbies

    Laura Lee Hefley RE/MAX One

    Lot 158 - 23646 Dragonfly Ln, Leonardtown, MD 20650
  • /13

    $2,100 Per Month

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • House for Rent

    43383 St Andrews Church Rd, Leonardtown, MD 20650

    Welcome to your new home in charming Leonardtown, MD. This property offers a comfortable living space, perfect for those seeking a serene lifestyle while being conveniently close to modern amenities. Key property features include spacious bedrooms and bathrooms, ideal for relaxation and privacy. The generous floor area ensures ample room for personal touches and enjoyable living. Situated

    43383 St Andrews Church Rd, Leonardtown, MD 20650
  • /34

    $420,000

    Sold Apr 24, 2026

    23459 Sugar Pine Ln, California, MD 20619

    • 3 Beds
    • 4 Baths
    • 2,148 Sq Ft
    • Built 2022

    Last Sold Summary

    • $196/SF
    • 12 Days On Market

    Current Estimated Value $423,610

    Last Listing Agent Connie Gunn CENTURY 21 New Millennium

    23459 Sugar Pine Ln, California, MD 20619
    • /23

      Est $440,908

      Not Listed For Sale

      26245 Mar A Lee Dr, Mechanicsville, MD 20659

      • 3 Beds
      • 2 Baths
      • 1,552 Sq Ft
      • Built 1987
      26245 Mar A Lee Dr, Mechanicsville, MD 20659

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Dorothy Bistransin Redfin Corp

  • /41

    $415,000

    $10K PRICE DROP Pending
    • 3 Beds
    • 3 Baths
    • 2,006 Sq Ft

    42204 Ridge Rd, Mechanicsville, MD 20659

    Welcome home to this beautifully updated rambler in the heart of Mechanicsville! Offering 3 bedrooms, 3 full bathrooms, and a finished basement, this home provides the flexible living space today's buyers are looking for. Need a fourth bedroom, home office, gym, or playroom? The spacious bonus room gives you the versatility to make it your own. Freshly painted throughout and featuring new luxury

    Samara Dinnius JPAR Real Estate Professionals

    42204 Ridge Rd, Mechanicsville, MD 20659
  • /20

    $1,600 Per Month

    • 1 Bed
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    23432 Aster Way, California, MD 20619

    Property Id: 819614 Basement for rent *** Screening fee required. If you are picked to live here will come off first months rent *** *** Absolutely No smokers and only a small dog. No more than 30lbs. *** One month rent as security deposit *** *** Includes pool access for tenants *** 1100 square feet New patio(2 years ago) out back Do not have to cut

    23432 Aster Way, California, MD 20619
  • /108

    $534,000

    Sold May 01, 2026

    23380 Verbena Ln, California, MD 20619

    • 4 Beds
    • 4.5 Baths
    • 4,080 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Below List Price
    • $131/SF
    • 24 Days On Market

    Current Estimated Value $536,075

    Last Listing Agent Connie Gunn CENTURY 21 New Millennium

    23380 Verbena Ln, California, MD 20619
    • /42

      Est $640,918

      Not Listed For Sale

      45330 Mill Cove Harbor Rd, California, MD 20619

      • 3 Beds
      • 2.5 Baths
      • 2,386 Sq Ft
      • Built 1996
      45330 Mill Cove Harbor Rd, California, MD 20619

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Billy Rabbitt The Southside Group Real Estate

  • /21

    $449,900

    New Construction Open Thu 11AM - 4PM
    • 4 Beds
    • 3.5 Baths
    • 2,604 Sq Ft

    Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650

    ALMOST READY***Estimated Late October Delivery****Under Construction***Welcome to the Madison D2, a spacious and thoughtfully designed townhome by Quality Built Homes located in the vibrant new community of Meadows at Town Run II in Leonardtown, MD. This 3-level, 2,604 sq ft interior unit offers flexible living space, starting with a main-level entry that opens into a finished rec room or

    Laura Lee Hefley RE/MAX One

    Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650
  • /36

    $2,900 Per Month

    • 3 Beds
    • 4 Baths
    • 2,361 Sq Ft
    • Townhouse for Rent

    23600 Highliner Way, California, MD 20619

    Available to Buy or Lease!Welcome to this stunning three-story townhome in the desirable Woods at Myrtle Point community. Built in 2024, this home features an attached front garage with convenient interior access, soaring ceilings that create a grand, open feel, and abundant natural light throughout.The chef-inspired kitchen boasts stainless steel appliances, a massive island that

    Mitchell Seifert RE/MAX One

    23600 Highliner Way, California, MD 20619
  • /67

    $599,900

    Sold Jul 10, 2026

    43968 Swift Fox Dr, California, MD 20619

    • 4 Beds
    • 3.5 Baths
    • 3,124 Sq Ft
    • Built 2013

    Last Sold Summary

    • $192/SF
    • 4 Days On Market

    Current Estimated Value $597,048

    Last Listing Agent Connie Gunn CENTURY 21 New Millennium

    43968 Swift Fox Dr, California, MD 20619
    • /37

      Est $427,432

      Not Listed For Sale

      44667 Clarkes Landing Rd, Hollywood, MD 20636

      • 3 Beds
      • 2 Baths
      • 1,480 Sq Ft
      • Built 2002
      44667 Clarkes Landing Rd, Hollywood, MD 20636

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Jaclyn Fowler EXP Realty, LLC

  • /47

    $330,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,196 Sq Ft

    23342 Red Oak Ct, California, MD 20619

    END UNIT townhouse in Red Oak section of Wildewood. Location can't be beat. Close to restaurants, shopping and the area's main employment hubs like PAX River NAS and St. Mary's Hospital. Main level primary bedroom and full bathroom PLUS 3 more bedrooms - two on the upper level and one in the basement with an attached half bath. Roof replaced in 2023, HVAC replaced in April 2024, HOA dues are

    Farrah Fuchs Redfin Corp

    23342 Red Oak Ct, California, MD 20619
  • /25

    $3,300 Per Month

    • 3 Beds
    • 3.5 Baths
    • 3,200 Sq Ft
    • House for Rent

    43973 Swift Fox Dr, California, MD 20619

    This 3200 sq ft 2 story single family home in Wildewood has 3 bedrooms and 3.5 baths. In the Colonial style, this corner lot home includes a fully finished basement and 2 car attached garage, as well as a driveway for off street parking. It is dog friendly, and has a fenced in backyard with a deck, as well as a covered front porch. The main level features an open kitchen and dining area with

    43973 Swift Fox Dr, California, MD 20619
  • /19

    $338,000

    Sold Jul 24, 2026

    24632 Hollywood Rd, Hollywood, MD 20636

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Above List Price
    • $264/SF
    • 2 Days On Market

    Current Estimated Value $328,306

    Last Listing Agent Heather Cooksey RE/MAX One

    24632 Hollywood Rd, Hollywood, MD 20636
    • /57

      Est $422,787

      Not Listed For Sale

      25102 Three Notch Rd, Hollywood, MD 20636

      • 3 Beds
      • 3 Baths
      • 1,968 Sq Ft
      • Built 1952
      25102 Three Notch Rd, Hollywood, MD 20636

      Last Sold Summary

      • 73 Days On Market

      Last Listing Agent Connie Gunn CENTURY 21 New Millennium

  • /45

    $449,900

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 2,604 Sq Ft

    Lot 144 - 23635 Dragonfly Ln, Leonardtown, MD 20650

    *****UNDER CONTRACT****** Welcome to the Madison D2, a spacious and thoughtfully designed townhome by Quality Built Homes located in the vibrant new community of Meadows at Town Run II in Leonardtown, MD. This 3-level, 2,604 sq ft interior unit offers flexible living space, starting with a main-level entry that opens into a finished rec room or 4th bedroom with a full bath, perfect for a guest

    Laura Lee Hefley RE/MAX One

    Lot 144 - 23635 Dragonfly Ln, Leonardtown, MD 20650
  • /2

    $2,700 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,312 Sq Ft
    • Townhouse for Rent

    23248 Ambrosia Ln, California, MD 20619

    Welcome to 23248 Ambrosia Ln, a spacious end-unit townhome in the highly sought-after Evergreen Park at Wildewood community in California, MD. Offering more than 2,300 square feet across three finished levels, this home combines an open, modern layout with the space and flexibility today's buyers are looking for.The main living level is designed for both everyday comfort and entertaining,

    Matthew Burgan Infinitas Realty Group

    23248 Ambrosia Ln, California, MD 20619
  • /27

    $350,000

    Sold Dec 19, 2025

    24675 Blackistone Rd, Hollywood, MD 20636

    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft
    • Built 1969

    Last Sold Summary

    • $216/SF
    • 145 Days On Market

    Current Estimated Value $376,224

    Last Listing Agent Candide Rayle CENTURY 21 New Millennium

    24675 Blackistone Rd, Hollywood, MD 20636
    • /49

      Est $499,298

      Not Listed For Sale

      22950 Wintergreen Ln, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 3,087 Sq Ft
      • Built 1994
      22950 Wintergreen Ln, California, MD 20619

      Last Sold Summary

      • 78 Days On Market

      Last Listing Agent Matthew Burgan Infinitas Realty Group

  • /36

    $85,000

    $9K PRICE DROP Pending
    • Land
    • 4.11 Acres
    • $20,681 per Acre

    00 Saint Andrews Church Rd, Leonardtown, MD 20650

    PRICE IMPROVEMENT!!Tucked away in Leonardtown in St. Mary's County, this 4.11 acre wooded parcel on St. Andrews Church Road is a rare chance to build, invest, or settle into your own recreational retreat. The property already has a previous perc site in place for a conventional septic system. Soil stability testing will be required, but preliminary work points to favorable conditions. Buyers are

    Casey Kennedy Whitetail Properties Real Estate

    00 Saint Andrews Church Rd, Leonardtown, MD 20650
  • /14

    $1,675 Per Month

    • 2 Beds
    • 1.5 Baths
    • 936 Sq Ft
    • Townhouse for Rent

    44790 Locust Ridge Ct, California, MD 20619

    Immaculate, Upgraded Top-Floor Apartment for Rent Enjoy comfortable living in this beautifully updated top-floor apartment featuring brand-new carpet, new countertops, an upgraded kitchen, and modern lighting throughout every room. Step outside onto your private balcony to enjoy fresh air and natural sunlight. Conveniently located near PAX River, RC Theatres, shopping, schools,

    44790 Locust Ridge Ct, California, MD 20619
  • /79

    $639,000

    Sold Oct 30, 2025

    41474 Charismatic Way, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,647 Sq Ft
    • Built 2015

    Last Sold Summary

    • $175/SF
    • 57 Days On Market

    Current Estimated Value $650,300

    Last Listing Agent Laura Lee Hefley RE/MAX One

    41474 Charismatic Way, Leonardtown, MD 20650
    • /32

      Est $415,556

      Not Listed For Sale

      43822 Palamino Dr, Hollywood, MD 20636

      • 3 Beds
      • 2.5 Baths
      • 1,812 Sq Ft
      • Built 1978
      43822 Palamino Dr, Hollywood, MD 20636

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Leonard Ferris Coldwell Banker Premier

Showing Results 1 - 40, Page 1 of 18

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