13,245

Hollywood, MD Homes

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  • /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 Hefley RE/MAX One

    Lot 141 - 23653 Dragonfly Ln, Leonardtown, MD 20650
  • /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 Hefley RE/MAX One

    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650
    • /43

      Est $615,219

      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

      • 6 Days On Market

  • /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 Hefley RE/MAX One

    Lot 138 - 23671 Dragonfly Ln, 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 $383,939

    Last Listing Agent Darlene Norris Redfin Corp

    23222 Mountain Laurel Ln, California, MD 20619
    • /37

      Est $484,863

      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

      • 8 Days On Market

  • /16

    $284,900

    $15K 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
  • /47

    $489,900

    Sold Jun 30, 2026

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

    • 4 Beds
    • 3.5 Baths
    • 3,095 Sq Ft

    Last Sold Summary

    • $158/SF

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 117 - 23720 Weeping Willow Way, Leonardtown, MD 20650
    • /72

      Est $563,823

      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

      • 2 Days On Market

  • /65

    $950,000

    • 4 Beds
    • 3.5 Baths
    • 2,934 Sq Ft

    24249 Mcintosh Rd, Hollywood, MD 20636

    Rare opportunity to own a breathtaking Horse Farm that features an exquisite custom farmhouse on 21.95 breathtaking acres just 2 miles from downtown Leonardtown! This unbelievable location offers the perfect balance of privacy and convenience with easy access to schools, shopping, restaurants, coffee shops, and commuter routes while enjoying the peace and tranquility of country living. The

    Mary Chambers JPAR Real Estate Professionals

    24249 Mcintosh Rd, Hollywood, MD 20636
  • /43

    $340,000

    Sold Oct 09, 2025

    43761 Winterberry Way, California, MD 20619

    • 2 Beds
    • 1.5 Baths
    • 1,698 Sq Ft
    • Built 2019

    Last Sold Summary

    • $200/SF
    • 41 Days On Market

    Current Estimated Value $338,045

    Last Listing Agent Michael Gray CENTURY 21 New Millennium

    43761 Winterberry Way, California, MD 20619
    • /57

      Est $628,158

      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

      • 18 Days On Market

  • /3

    $399,900

    Pending
    • Land
    • 72.22 Acres
    • $5,537 per Acre

    42475 Clover Hill Rd, Hollywood, MD 20636

    Discover 72.22 acres of untouched beauty, zoned residential and thoughtfully subdivided into for 4 spacious farmsteads—perfect for those seeking room to build, grow, and thrive. This is your opportunity to create a legacy in Southern Maryland, whether it's a multi-home family retreat, a small-scale development, or private estates with acreage to spare. Imagine custom homes surrounded by rolling

    Mark Frisco CENTURY 21 New Millennium

    42475 Clover Hill Rd, Hollywood, MD 20636
  • /59

    $525,000

    Sold Aug 08, 2025

    24950 Morgan Rd, Hollywood, MD 20636

    • 5 Beds
    • 3 Baths
    • 2,024 Sq Ft
    • Built 1987

    Last Sold Summary

    • $259/SF
    • 22 Days On Market

    Current Estimated Value $541,357

    Last Listing Agent Amy Scott OE Realty

    24950 Morgan Rd, Hollywood, MD 20636
    • /87

      Est $734,608

      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

      • 3 Days On Market

  • /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
  • /9

    $340,000

    Sold Feb 20, 2026

    22820 Duke St, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft
    • Built 1947

    Last Sold Summary

    • 3% Below List Price
    • $239/SF
    • 0 Days On Market

    Current Estimated Value $335,513

    Last Listing Agent Laura Lopez RE/Max Experience

    22820 Duke St, Leonardtown, MD 20650
    • /10

      Est $277,061

      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

      • 6 Days On Market

  • /74

    $670,000

    • 5 Beds
    • 3.5 Baths
    • 4,051 Sq Ft

    23591 Margrave Dr, Leonardtown, MD 20650

    Welcome to this well-maintained Belmont model 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

    Heather Foster RE/MAX One

    23591 Margrave Dr, Leonardtown, MD 20650
  • /73

    $1,025,000

    Sold Jun 18, 2026

    44932 Blackistone Cir, Hollywood, MD 20636

    • 3 Beds
    • 2.5 Baths
    • 2,378 Sq Ft
    • Built 1951

    Last Sold Summary

    • 3% Above List Price
    • $431/SF
    • 8 Days On Market

    Current Estimated Value $938,057

    Last Listing Agent Mark Frisco CENTURY 21 New Millennium

    44932 Blackistone Cir, Hollywood, MD 20636
    • /46

      Est $577,218

      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

      • 5 Days On Market

  • /22

    $360,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    26407 Hillendale Rd, Hollywood, MD 20636

    IMMACULATE!! Welcome to this beautifully renovated 3-bedroom, 2-bath rancher offering stylish, move-in-ready, one-level living in the heart of Hollywood. From the moment you arrive, you'll appreciate the fresh curb appeal, new landscaping, and welcoming front entry. Inside, the bright open layout features luxury vinyl plank flooring, recessed lighting, and abundant natural light throughout. The

    Mark Frisco CENTURY 21 New Millennium

    26407 Hillendale Rd, Hollywood, MD 20636
  • /108

    $2,200,000

    Sold Apr 09, 2026

    45118 Saint Cuthbert Farm Rd, Hollywood, MD 20636

    • 5 Beds
    • 4.5 Baths
    • 4,661 Sq Ft
    • Built 2001

    Last Sold Summary

    • 12% Below List Price
    • $472/SF
    • 34 Days On Market

    Current Estimated Value $2,215,132

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    45118 Saint Cuthbert Farm Rd, Hollywood, MD 20636
    • /34

      Est $606,353

      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

      • 4 Days On Market

  • /16

    $449,900

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

    Lot 130 - 23709 Weeping Willow Way, Leonardtown, MD 20650

    ***PENDING***** ***Late August Delivery*** Homesite 130 Madison D1: 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 oversized one-car garage and an entry-level flex space that

    Laura Hefley RE/MAX One

    Lot 130 - 23709 Weeping Willow Way, Leonardtown, MD 20650
  • /57

    $400,000

    Sold Aug 27, 2025

    25102 Three Notch Rd, Hollywood, MD 20636

    • 3 Beds
    • 3 Baths
    • 1,968 Sq Ft
    • Built 1952

    Last Sold Summary

    • $203/SF
    • 73 Days On Market

    Current Estimated Value $418,889

    Last Listing Agent Connie Gunn CENTURY 21 New Millennium

    25102 Three Notch Rd, Hollywood, MD 20636
    • /26

      Est $345,257

      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

  • /48

    $610,000

    $30K PRICE DROP Under Contract
    • 5 Beds
    • 4 Baths
    • 3,724 Sq Ft

    41377 Doctors Crossing Rd, Leonardtown, MD 20650

    *Get up to $3,000 with use of preferred lender for closing cost assistance or use funds for a rate buy-down. This is your chance to own one of the LARGEST homes in the community, offering space, flexibility, and a lifestyle buyers are actively searching for. A compelling opportunity in CLARK'S REST. Welcome to 41377 Doctors Crossing Rd — a WELL-MAINTAINED home in the sought-after Clark’s Rest

    Minh Lofaso Keller Williams Realty/Lee Beaver & Assoc.

    41377 Doctors Crossing Rd, Leonardtown, MD 20650
  • /54

    $529,900

    Sold Oct 03, 2025

    23000 Wapiti Way, California, MD 20619

    • 4 Beds
    • 3.5 Baths
    • 3,195 Sq Ft
    • Built 2013

    Last Sold Summary

    • $166/SF
    • 2 Days On Market

    Current Estimated Value $538,861

    Last Listing Agent Delaney Clarke RE/MAX United Real Estate

    23000 Wapiti Way, California, MD 20619
    • /30

      Est $309,221

      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

  • /25

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft

    26864 Oak Ridge Dr, Mechanicsville, MD 20659

    --------------------------- SELLER OFFERING CLOSING HELP- CONTACT FOR DETAILS-------------------------- PRICED TO SELL MANY RECENT UPDATES INCLUDING ROOF AND NEW HVAC 1200 Sq foot unfinished basement offers potential investmentWELCOME TO SAINT MARY’S BEACH! Nestled on a beautifully wooded 0.78-acre lot on a quiet cul-de-sac, 26864 Oak Ridge Drive in Mechanicsville, Maryland offers tremendous

    Mark Levenson Samson Properties

    26864 Oak Ridge Dr, Mechanicsville, MD 20659
  • /37

    $365,000

    Sold Jan 06, 2026

    24313 Mervell Dean Rd, Hollywood, MD 20636

    • 3 Beds
    • 1.5 Baths
    • 1,626 Sq Ft
    • Built 1958

    Last Sold Summary

    • $224/SF
    • 287 Days On Market

    Current Estimated Value $366,047

    Last Listing Agent Suzette Hampton Samson Properties

    24313 Mervell Dean Rd, Hollywood, MD 20636
    • /30

      Est $540,730

      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

  • /37

    $299,000

    $11K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,381 Sq Ft

    44029 Fieldstone Way, California, MD 20619

    Quiet cul-de-sac duplex in the Wildewood Retirement Village. Enjoy one-level living in this 2-bedroom, 2-bath home with brand new carpet throughout. Nice morning light greets you on the front porch, and wraps to the freshly stained deck later in the day. Trees line the back yard, creating some extra privacy. A parquet-wood foyer leads to a spacious and open living/dining room that make gatherings

    Andrew Shemeta CENTURY 21 New Millennium

    44029 Fieldstone Way, California, MD 20619
  • /6

    $110,000

    Sold Jun 03, 2026

    25815 Three Notch Rd, Hollywood, MD 20636

    • Land
    • 6 Acres
    • $18,333 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 38 Days On Market

    Last Listing Agent Gloria Abell Coldwell Banker Premier

    25815 Three Notch Rd, Hollywood, MD 20636
    • /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

  • /60

    $975,000

    Pending
    • 3 Beds
    • 3.5 Baths
    • 2,736 Sq Ft

    24818 Half Pone Point Rd, Hollywood, MD 20636

    This premium waterfront property offers a private sandy beach on the Patuxent River, less than two hours from Washington DC. The home has been thoughtfully renovated and designed by the owners to create a pleasant blend of modern updates and classic features. All 2736 square feet of living space are on one level, making this property comfortable and accessible for residents and guests of all

    Danny Morris O'Brien Realty ERA Powered

    24818 Half Pone Point Rd, Hollywood, MD 20636
  • /53

    $645,900

    Sold Feb 26, 2026

    23581 Gallent Fox Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,736 Sq Ft
    • Built 2009

    Last Sold Summary

    • $173/SF
    • 42 Days On Market

    Current Estimated Value $644,187

    Last Listing Agent Laura Hefley RE/MAX One

    23581 Gallent Fox Way, Leonardtown, MD 20650
    • /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

  • /2

    $125,000

    Under Contract
    • Land
    • 1.19 Acres
    • $105,042 per Acre

    24984 Sotterley Rd, Hollywood, MD 20636

    Emphasizing Key Features and Land Details: Discover the opportunity to own an expansive lot with an artisanal well on-site, offering over an acre of prime potential without HOA constraints. This level lot, previously home to a house, presents a clean canvas for your dream build. Adjacent property house is also available for sale, offering an extraordinary option for increased land ownership or

    Ron Lord Home Towne Real Estate

    24984 Sotterley Rd, Hollywood, MD 20636

Showing Results 201 - 240, Page 6 of 18

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