12,867

Hollywood, MD Homes

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  • /78

    $525,000

    Under Contract
    • 3 Beds
    • 3.5 Baths
    • 2,314 Sq Ft

    22931 Snow Leopard Dr, California, MD 20619

    This well maintained two story with basement is just waiting for that new family. Three bedrooms, 3 1/2 baths, fenced back yard for the family dog, stone patio off deck, two car garage, main level family room with gas fireplace, eat at counter in the kitchen as well as room for a breakfast table and a large seperate dining room. A rocking chair front porch for relaxed evenings, rec room in

    Jan Barnes CENTURY 21 New Millennium

    22931 Snow Leopard Dr, California, MD 20619
  • /5

    $1,600 Per Month

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft
    • House for Rent

    43987 Sandy Bottom Rd, Hollywood, MD 20636

    Larry Brown Franzen Realtors, Inc.

    43987 Sandy Bottom Rd, Hollywood, MD 20636
  • /37

    $585,200

    Sold Apr 29, 2026

    43447 Drum Cliff Rd, Hollywood, MD 20636

    • 3 Beds
    • 2 Baths
    • 3,464 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Below List Price
    • $169/SF
    • 27 Days On Market

    Current Estimated Value $593,704

    Last Listing Agent Gloria Abell Coldwell Banker Premier

    43447 Drum Cliff Rd, Hollywood, MD 20636
    • /40

      Est $588,070

      Not Listed For Sale

      43690 Wild Iris St, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 3,632 Sq Ft
      • Built 2013
      43690 Wild Iris St, California, MD 20619

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Billy Rabbitt The Southside Group Real Estate

  • /5

    $320,000

    $30K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    24040 Hollywood Rd, Hollywood, MD 20636

    3BR / 1B Rambler on an acre of land w/garage (storage), Detached carport and outbuildings. Paved driveway just off Hollywood/Leonardtown Road. Hardwood floors throughout Living Room, Hall and bedrooms. Level rear yard bordered by trees. Oil Furnace, water heater, utility sink and washer hook-up are located in the (walk-in) storage area under the home.

    Sheila Milburn Coldwell Banker Premier

    24040 Hollywood Rd, Hollywood, MD 20636
  • /26

    $2,650 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,068 Sq Ft
    • Townhouse for Rent

    44321 Ocelot Way, California, MD 20619

    This lovely 3 Bedroom/3.5 Bath contemporary Wildewood Town Home is light, bright and airy. Over2000sf of living space. Neutral paint and carpet throughout with hardwood flooring through Foyer and main living level. 9' ceilings. Two spacious Primary suites upstairs and a third on the lower level. Each bedroom has it's own private bathroom and walk-in closets. Lower Level Bedroom has slider to

    MaryAnne Crewse O'Brien Realty ERA Powered

    44321 Ocelot Way, California, MD 20619
  • /92

    $525,000

    Sold Oct 09, 2025

    44021 Silverwood Ln, California, MD 20619

    • 4 Beds
    • 2.5 Baths
    • 2,120 Sq Ft
    • Built 1998

    Last Sold Summary

    • $248/SF
    • 4 Days On Market

    Current Estimated Value $511,617

    Last Listing Agent Jessica Raley CENTURY 21 New Millennium

    44021 Silverwood Ln, California, MD 20619
    • /44

      Est $440,544

      Not Listed For Sale

      23380 Marview Ct, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,306 Sq Ft
      • Built 2018
      23380 Marview Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Diana Washabaugh CENTURY 21 New Millennium

  • /40

    $449,900

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

    23672 Weeping Willow Way, Leonardtown, MD 20650

    Interior Elevation D3 with DormersSandstone Beige Carolina Bead SidingMusket Brown ShuttersBronze Summit Ledge4 bedrooms w/3.5 Baths1.5 Car Garage9' Ceilings 1st and 2nd FloorsDropzone Bench w/CubbiesLVP Flooring 1st FloorCeramic Tile in BathroomsUpgraded Maple Kitchen CabinetsWhite Ice Granite CountertopsSplendur White BacksplashDeluxe Shower

    Quality Built Homes Builder
    23672 Weeping Willow Way, Leonardtown, MD 20650
  • /35

    $3,195 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,262 Sq Ft
    • House for Rent

    41555 Singletree Dr, Leonardtown, MD 20650

    Luxurious 4BR 2.5FB Colonial style home on an unfinished walk-up basement with a 2 car garage in the Singletree community. You are welcomed home by the 2 story main entry foyer with the living room, family room, kitchen with table space and center island and separate dining room which all share an open floor plan. On the upper level are 3 bedrooms, hall full bath, laundry and a massive vaulted

    Joycelyn Clark-Young CENTURY 21 New Millennium

    41555 Singletree Dr, Leonardtown, MD 20650
  • /30

    $479,900

    Sold May 29, 2026

    Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 35 Days On Market

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650
    • /50

      Est $639,210

      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

      • 3 Days On Market

      Last Listing Agent Lesa Clark Redfin Corp

  • /42

    $449,900

    New Construction Open Thu 11AM - 4PM
    • 4 Beds
    • 3.5 Baths

    Lot 139 - 23665 Dragonfly Ln, Leonardtown, MD 20650

    ***** October Delivery *********** Builder Incentive $12,500 in Closing Help with use of both Preferred Lender & Title. ****Homesite #139 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.

    Laura Lee Hefley RE/MAX One

    Lot 139 - 23665 Dragonfly Ln, Leonardtown, MD 20650
  • /32

    $1,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Condo for Rent

    23306 Walnut Hollow Ct, California, MD 20619

    Only one super Condo building in Wildewood! This rental unit is a contemporary spacious condo and has three levels featuring a one car garage, very nice kitchen, nice balcony, two bedrooms and two full bathrooms plus a third-floor loft great for storage or office space could be temp guest room. Like new washer and dryer! Brand new carpet throughout. Water/Sewer and Trash part of HOA that owner

    Bradley Franzen/Retired Franzen Realtors, Inc.

    23306 Walnut Hollow Ct, California, MD 20619
  • /35

    $435,000

    Sold Jun 12, 2026

    44280 Blueberry Ln, California, MD 20619

    • 4 Beds
    • 2.5 Baths
    • 1,873 Sq Ft
    • Built 1993

    Last Sold Summary

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

    Current Estimated Value $437,566

    Last Listing Agent Ron Leonard Leonard Realty, Inc.

    44280 Blueberry Ln, California, MD 20619
    • /58

      Est $704,404

      Not Listed For Sale

      23687 Coventry Dr, Leonardtown, MD 20650

      • 6 Beds
      • 4.5 Baths
      • 4,650 Sq Ft
      • Built 2012
      23687 Coventry Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Lesa Clark Redfin Corp

  • /90

    $614,900

    Under Contract
    • 5 Beds
    • 3.5 Baths
    • 3,896 Sq Ft

    44018 W Mervell Ct, Hollywood, MD 20636

    Welcome to refined living in the Estates at Joy Chapel. Thoughtfully designed across 3,974 total square feet, including 3,896 finished square feet, this beautifully appointed five-bedroom, three-and-a-half-bath Colonial offers generous proportions for both elegant entertaining and comfortable everyday living. Fresh interior paint and newly installed carpet add to the home’s polished,

    Robin Errington CENTURY 21 New Millennium

    44018 W Mervell Ct, Hollywood, MD 20636
  • /49

    $447,400

    Sold Dec 11, 2025

    Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 1 Day On Market

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650
    • /37

      Est $475,043

      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

      Last Listing Agent Mike Jordan CENTURY 21 New Millennium

  • /4

    $50,000

    • Land
    • 14,810 Sq Ft
    • $147,059 per Acre

    9370 River View Rd, Broomes Island, MD 20615

    WHERE COUNTRY LIVING MEETS THE WATER! Discover a unique opportunity in Broomes Island at 9370 River View Road, where peaceful rural surroundings and the beauty of Southern Maryland come together. Currently used as farmland, this picturesque parcel offers expansive open space framed by mature trees, with views toward the water adding to the setting. Imagine creating a home designed to take

    Robin Cavallaro RE/MAX Realty Group

    9370 River View Rd, Broomes Island, MD 20615
  • /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 $396,700

    Last Listing Agent Heather Cooksey RE/MAX One

    26258 Three Notch Rd, Mechanicsville, MD 20659
    • /72

      Est $554,228

      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

      Last Listing Agent Kelly Padgett Century 21 Redwood Realty

  • /59

    $399,000

    $1K PRICE DROP Under Contract
    • 4 Beds
    • 3 Baths
    • 1,792 Sq Ft

    42205 Ridge Rd, Mechanicsville, MD 20659

    Welcome to 42205 Ridge Road in Mechanicsville, a move-in ready Colonial located in the established St. Mary's Beach community.Fully renovated in 2018, this 4 bedroom, 3 full bathroom home offers a comfortable and functional layout. The main level features a welcoming foyer, kitchen and dining area, breakfast nook, crown molding, and a full bathroom. Upstairs, you'll find all four

    Ashley Frazier Five Star Real Estate

    42205 Ridge Rd, Mechanicsville, MD 20659
  • /42

    $575,000

    Sold Jun 18, 2026

    45182 Woodhaven Dr, California, MD 20619

    • 5 Beds
    • 3.5 Baths
    • 3,772 Sq Ft
    • Built 2013

    Last Sold Summary

    • 4% Below List Price
    • $152/SF
    • 40 Days On Market

    Current Estimated Value $576,251

    Last Listing Agent Ellie Stommel Hyatt & Company Real Estate LLC

    45182 Woodhaven Dr, California, MD 20619
    • /31

      Est $382,794

      Not Listed For Sale

      23147 Foxglove Way, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 2,880 Sq Ft
      • Built 2013
      23147 Foxglove Way, California, MD 20619

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Lawrence Lessin Save 6, Incorporated

  • /2

    $350,000

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft

    25991 Sotterley Rd, Hollywood, MD 20636

    Opportunity awaits at **25991 Sotterley Road**! This 1987 rambler offers approximately 1,400 sq. ft. with 3 bedrooms, 1 bath and a full walk-out unfinished basement, all situated on **11 wooded and private acres**. Ready for a new owner with the vision to renovate and transform it into their own. Electric heat pump and plenty of room to expand. Conveniently located near historic Sotterley.

    Conor Loughran CENTURY 21 New Millennium

    25991 Sotterley Rd, Hollywood, MD 20636
  • /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 $449,933

    Last Listing Agent Andrew Undem Berkshire Hathaway HomeServices Homesale Realty

    23600 Crosswinds Way, California, MD 20619
    • /57

      Est $612,388

      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

      Last Listing Agent Patrick Deighan CENTURY 21 New Millennium

  • /3

    $29,900

    • Land
    • 10,454 Sq Ft
    • $124,583 per Acre

    26457 Peninsular Dr, Hollywood, MD 20636

    Vacant parcel around 1/4 acre in size in Hollywood Shores. Call Listing Agent with questions. Photos to be posted soon.

    Gloria Abell Coldwell Banker Premier

    26457 Peninsular Dr, Hollywood, MD 20636
  • /29

    $435,000

    Sold Aug 10, 2026

    23609 Crosswinds Way, California, MD 20619

    • 4 Beds
    • 3.5 Baths
    • 2,452 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $177/SF
    • 119 Days On Market

    Current Estimated Value $431,861

    Last Listing Agent Boyd Grainger Pearson Smith Realty, LLC

    23609 Crosswinds Way, California, MD 20619
    • /87

      Est $752,151

      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

      Last Listing Agent Heather Foster RE/MAX One

  • /8

    $200,000

    $50K PRICE DROP
    • Land
    • 1.2 Acres
    • $166,667 per Acre

    0 Saint Johns Rd, Hollywood, MD 20636

    Rare opportunity to own prime land in Hollywood, MD! This vacant, flat, and open parcel sits at the high-visibility intersection of Three Notch Road and St. John’s Road, offering exceptional exposure and accessibility. Public water and sewer are adjacent to the property, creating outstanding development potential. Ideal for a variety of uses—including a farmers market, roadside produce stand,

    John Gatton CENTURY 21 New Millennium

    0 Saint Johns Rd, Hollywood, MD 20636
  • /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 $1,345,698

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    44850 Joy Chapel Rd, Hollywood, MD 20636
    • /10

      Est $271,668

      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

      Last Listing Agent Ronald Watson Flag Real Estate Inc.

  • /75

    $635,000

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,314 Sq Ft

    41462 Culpepper Way, Leonardtown, MD 20650

    Welcome home to this beautifully refreshed home in the sought-after Leonard’s Grant community! Ideally located on Leonard’s Grant Parkway, this move-in ready home features fresh paint and brand-new carpet throughout, offering a clean, updated feel from the moment you step inside.The thoughtfully designed floor plan showcases beautiful hardwood floors, a gourmet kitchen with abundant

    Heather Foster RE/MAX One

    41462 Culpepper Way, Leonardtown, MD 20650
  • /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 $525,266

    Last Listing Agent Jessica Abad CENTURY 21 New Millennium

    23321 Dianthus Way, California, MD 20619
    • /30

      Est $509,322

      Not Listed For Sale

      23398 Lilliflora Dr, California, MD 20619

      • 3 Beds
      • 2 Baths
      • 1,854 Sq Ft
      • Built 2020
      23398 Lilliflora Dr, California, MD 20619

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Carolyn Guy Home Towne Real Estate

  • /86

    $830,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 3,196 Sq Ft

    42000 Pleasant Valley Ct, Hollywood, MD 20636

    Welcome to your own private paradise in the highly sought-after Hollywood area, tucked away off peaceful McIntosh Road. Set on nearly 16 scenic acres, this exceptional property offers the perfect blend of luxury, privacy, recreation, and modern convenience. A beautifully landscaped entrance welcomes you home with River Birch, Japanese maples, butterfly bushes, roses, azaleas, hostas, and

    Katherine Dean RE/MAX One

    42000 Pleasant Valley Ct, Hollywood, MD 20636
  • /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 $214,383

    Last Listing Agent Mitchell Seifert RE/MAX One

    44759 Woodlake Ct Unit 726, California, MD 20619
    • /34

      Est $596,566

      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

      Last Listing Agent Thomas Hennerty NetRealtyNow.com, LLC

Showing Results 121 - 160, Page 4 of 18

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