13,128

Hollywood, MD Homes

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  • 22272 Orchard Ct, Leonardtown, MD 20650
    22272 Orchard Ct, Leonardtown, MD 20650
    22272 Orchard Ct, Leonardtown, MD 20650
    /86

    $633,000 Sold Sep 19, 2025

    • 3,745 Sq Ft
    • $169/SF
    • 1 Day On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2004

    22272 Orchard Ct, Leonardtown, MD 20650

    Welcome to Hanover Farms in Breton Bay, a sought-after private water-access community in Leonardtown offering a neighborhood pier and beach. This charming rambler with a full basement sits on nearly an acre at the end of a quiet cul-de-sac, featuring a flat, fenced lot for both privacy and function.Inside, the split floor plan provides the perfect balance of comfort and convenience, with the

    Christina Reed RE/MAX One

    22272 Orchard Ct, Leonardtown, MD 20650
    • 44790 Locust Ridge Ct, California, MD 20619
      44790 Locust Ridge Ct, California, MD 20619
      44790 Locust Ridge Ct, California, MD 20619
      /21

      Est $225,659 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 936 Sq Ft

      44790 Locust Ridge Ct, California, MD 20619

      44790 Locust Ridge Ct, California, MD 20619
  • 45213 Woodhaven Dr, California, MD 20619
    45213 Woodhaven Dr, California, MD 20619
    45213 Woodhaven Dr, California, MD 20619
    /69

    $575,000 Sold Sep 19, 2025

    • 2,648 Sq Ft
    • $217/SF
    • 1 Day On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2014

    45213 Woodhaven Dr, California, MD 20619

    Welcome to Your Dream Home in Sought-After Myrtle Point!This beautifully maintained home of over 3300 total sqft has it all—inside and out! Nestled on a landscaped lot with a fully fenced backyard, you'll love relaxing on the screened-in porch or hosting guests on the spacious deck overlooking the lush backyard. There is also nice sized shed which offers extra storage for your outdoor

    Laura Holley O'Brien Realty ERA Powered

    45213 Woodhaven Dr, California, MD 20619
    • 43183 Riverside Dr, Hollywood, MD 20636
      43183 Riverside Dr, Hollywood, MD 20636
      43183 Riverside Dr, Hollywood, MD 20636
      /34

      Est $333,851 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,271 Sq Ft

      43183 Riverside Dr, Hollywood, MD 20636

      43183 Riverside Dr, Hollywood, MD 20636
  • 44155 Beaver Creek Dr, California, MD 20619
    44155 Beaver Creek Dr, California, MD 20619
    44155 Beaver Creek Dr, California, MD 20619
    /52

    $365,000 Sold Sep 19, 2025

    • 2,078 Sq Ft
    • $176/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2011

    44155 Beaver Creek Dr, California, MD 20619

    RARE FIND! Desirable 30-foot wide townhome in Woodland Park. You'll love the spacious feel of this gorgeous 2,000+ sq ft home. Updated with LVP flooring, this 3-bdrm, 2.5 ba beauty features granite counters, attractive Maple cabinets, built-in shelving, walk-in closets in every bedroom, and a backyard that backs to trees! The open-concept layout makes entertaining a breeze, and you have your

    Patrick Deighan CENTURY 21 New Millennium

    44155 Beaver Creek Dr, California, MD 20619
    • 26356 Pleasant Ct, Hollywood, MD 20636
      26356 Pleasant Ct, Hollywood, MD 20636
      26356 Pleasant Ct, Hollywood, MD 20636
      /44

      Est $360,429 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft

      26356 Pleasant Ct, Hollywood, MD 20636

      26356 Pleasant Ct, Hollywood, MD 20636
  • 42190 Ridge Rd, Mechanicsville, MD 20659
    42190 Ridge Rd, Mechanicsville, MD 20659
    42190 Ridge Rd, Mechanicsville, MD 20659
    /35

    $302,000 Sold Sep 19, 2025

    • 1,134 Sq Ft
    • $266/SF
    • 102 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1950

    42190 Ridge Rd, Mechanicsville, MD 20659

    Adjusted to an unbelievable price. You won't find a house at this price that is practically brand new! Updated and cute as a button. Situated on a corner lot with a nice big yard, a shade tree and view of the woods across the street. This home has a new roof, vinyl plank flooring, appliances and HVAC. Freshly painted 3 bedrooms (one without a closet) living room, kitchen and bath. There's

    Trish Wallmark RE/MAX One

    42190 Ridge Rd, Mechanicsville, MD 20659
    • 23140 Cobblestone Ln Unit 303, California, MD 20619
      23140 Cobblestone Ln Unit 303, California, MD 20619
      23140 Cobblestone Ln Unit 303, California, MD 20619
      /11

      Est $211,683 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,299 Sq Ft

      23140 Cobblestone Ln Unit 303, California, MD 20619

      23140 Cobblestone Ln Unit 303, California, MD 20619
  • 22798 Lawrence Ave, Leonardtown, MD 20650
    22798 Lawrence Ave, Leonardtown, MD 20650
    22798 Lawrence Ave, Leonardtown, MD 20650
    /46

    $350,000 Sold Sep 19, 2025

    • 1,160 Sq Ft
    • $302/SF
    • 28 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1978

    22798 Lawrence Ave, Leonardtown, MD 20650

    Looking to be within walking distance to all of the amenities that Leonardtown Square has to offer? Look no further than this updated turn key townhome. You can stroll on the sidewalks to all of the local shops, restaurants, post office, and the waterfront park. Conveniently close to St. Mary's Hospital, Patuxent River Naval Air Station, and Solomons Island. No HOA, public water and public

    Barbara Click O'Brien Realty ERA Powered

    22798 Lawrence Ave, Leonardtown, MD 20650
    • 23240 Chestnut Oak Ct Unit 1045, California, MD 20619
      23240 Chestnut Oak Ct Unit 1045, California, MD 20619
      23240 Chestnut Oak Ct Unit 1045, California, MD 20619
      /22

      Est $183,248 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 759 Sq Ft

      23240 Chestnut Oak Ct Unit 1045, California, MD 20619

      23240 Chestnut Oak Ct Unit 1045, California, MD 20619
  • 23664 Dragonfly Ln, Leonardtown, MD 20650
    23664 Dragonfly Ln, Leonardtown, MD 20650
    23664 Dragonfly Ln, Leonardtown, MD 20650
    /48

    $469,900 Sold Sep 18, 2025

    • 0 Days On Market
    • 4 Beds
    • 3.5 Baths

    23664 Dragonfly Ln, Leonardtown, MD 20650

    ***UNDER CONTRACT***Unit 86 Cumberland D1New 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,

    Laura Bernth RE/MAX One

    23664 Dragonfly Ln, Leonardtown, MD 20650
    • 23140 Cobblestone Ln Unit 308, California, MD 20619
      23140 Cobblestone Ln Unit 308, California, MD 20619
      23140 Cobblestone Ln Unit 308, California, MD 20619
      /18

      Est $220,383 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,185 Sq Ft

      23140 Cobblestone Ln Unit 308, California, MD 20619

      23140 Cobblestone Ln Unit 308, California, MD 20619
  • 23510 F D R Blvd Unit 207, California, MD 20619
    23510 F D R Blvd Unit 207, California, MD 20619
    23510 F D R Blvd Unit 207, California, MD 20619
    /45

    $260,000 Sold Sep 18, 2025

    • 1,236 Sq Ft
    • $210/SF
    • 13 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2014

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

    Welcome to this adorable 2 bedroom 2 bath Condo where you can enjoy all of the natural light that pours in from the extra windows that a corner unit provides. Ample sized kitchen with stainless steel appliances is perfect for any at home chef and is open to the dining and living room areas which allows for easy entertaining. Updated LVP in all of the main living areas. Enjoy your morning coffee

    Kimberly Lantz O'Brien Realty ERA Powered

    23510 F D R Blvd Unit 207, California, MD 20619
    • 44790 Locust Ridge Ct, California, MD 20619
      44790 Locust Ridge Ct, California, MD 20619
      44790 Locust Ridge Ct, California, MD 20619
      /27

      Est $221,675 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 936 Sq Ft

      44790 Locust Ridge Ct, California, MD 20619

      44790 Locust Ridge Ct, California, MD 20619
  • 45375 Concord Way, California, MD 20619
    45375 Concord Way, California, MD 20619
    45375 Concord Way, California, MD 20619
    /67

    $479,000 Sold Sep 17, 2025

    • 2,436 Sq Ft
    • $197/SF
    • 53 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2023

    45375 Concord Way, California, MD 20619

    So pristine and immaculate you'll think it was the model home! Boasting 4 generous bedrooms, 3 full baths and a convenient half bath, this home offers both space and comfort. As an end unit, it benefits from an abundance of natural light cascading through extra windows, creating a bright and airy ambiance throughout. The open concept main level creates an immediate sense of grandeur with the

    Trish Wallmark RE/MAX One

    45375 Concord Way, California, MD 20619
    • 23242 Chestnut Oak Ct Unit 1051, California, MD 20619
      23242 Chestnut Oak Ct Unit 1051, California, MD 20619
      23242 Chestnut Oak Ct Unit 1051, California, MD 20619
      /16

      Est $212,136 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 936 Sq Ft

      23242 Chestnut Oak Ct Unit 1051, California, MD 20619

      23242 Chestnut Oak Ct Unit 1051, California, MD 20619
  • 44305 Ocelot Way, California, MD 20619
    44305 Ocelot Way, California, MD 20619
    44305 Ocelot Way, California, MD 20619
    /57

    $395,000 Sold Sep 17, 2025

    • 2,050 Sq Ft
    • $193/SF
    • 10 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2010

    44305 Ocelot Way, California, MD 20619

    Welcome to 44305 Ocelot Way – a spacious and updated end-unit townhouse located in the sought-after Woodland Park section of Wildewood! Featuring 4 bedrooms, 3.5 bathrooms, and over 2,000 square feet of finished living space, this home offers the perfect blend of functionality, comfort, and convenience.Enjoy peace of mind with a brand new roof installed in April 2025. Inside, you'll find

    Bill Oosterink CENTURY 21 New Millennium

    44305 Ocelot Way, California, MD 20619
    • 23313 Sugar Maple Ct, California, MD 20619
      23313 Sugar Maple Ct, California, MD 20619
      23313 Sugar Maple Ct, California, MD 20619
      /31

      Est $220,677 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 936 Sq Ft

      23313 Sugar Maple Ct, California, MD 20619

      23313 Sugar Maple Ct, California, MD 20619
  • 23264 Lindsay Dr, Leonardtown, MD 20650
    23264 Lindsay Dr, Leonardtown, MD 20650
    23264 Lindsay Dr, Leonardtown, MD 20650
    /57

    $599,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,824 Sq Ft

    23264 Lindsay Dr, Leonardtown, MD 20650

    PRICE IMPROVEMENT! **Custom Floorplan** Front Load Garage with expanded guest parking on driveway, upgraded cabinets, Countertops, and custom Primary suite walk in frameless glass shower. Built on an oversized premium corner lot with extra large fenced backyard. Customized Lusby model built in 2020 in the highly desirable Clarks Rest Community. This home has the builders 2-10 home warranty which

    Wayne & Christine Floyd RE/MAX Realty Group

    23264 Lindsay Dr, Leonardtown, MD 20650
  • 23280 Hollywood Rd, Leonardtown, MD 20650
    23280 Hollywood Rd, Leonardtown, MD 20650
    23280 Hollywood Rd, Leonardtown, MD 20650
    /20

    $330,000 Sold Sep 16, 2025

    • 1,402 Sq Ft
    • $235/SF
    • 7 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1956

    23280 Hollywood Rd, Leonardtown, MD 20650

    Charming Brick Home in Downtown Leonardtown!All-brick 3BR, 1,400 sq ft home on a 1/2-acre lot with public water and sewer. Features new windows, roof, and gutters, plus a spacious living/dining combo and family room.Walk to restaurants & shops—prime location in the heart of town! Estate sale. Subject to Orphan's court approval.

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    23280 Hollywood Rd, Leonardtown, MD 20650
    • 23311 Sugar Maple Ct, California, MD 20619
      23311 Sugar Maple Ct, California, MD 20619
      23311 Sugar Maple Ct, California, MD 20619
      /26

      Est $183,729 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 759 Sq Ft

      23311 Sugar Maple Ct, California, MD 20619

      23311 Sugar Maple Ct, California, MD 20619
  • 25005 Secretariate Dr, Hollywood, MD 20636
    25005 Secretariate Dr, Hollywood, MD 20636
    25005 Secretariate Dr, Hollywood, MD 20636
    /26

    $474,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,764 Sq Ft

    25005 Secretariate Dr, Hollywood, MD 20636

    Beautiful back to nature setting surrounds this charming Cape Cod. Five acres of wooded seclusion, you can't even see a neighbor. Sit on your front porch and watch the birds, squirrls and deer pass by. There's even a lilly pad pond out back. Trails to walk. Open areas for parking campers, boats or other toys. Inside you'll find an open floorplan with an owners suite on the first level, full bath

    Carl Beatty RE/MAX Realty Group

    25005 Secretariate Dr, Hollywood, MD 20636
  • 44038 Fieldstone Way, California, MD 20619
    44038 Fieldstone Way, California, MD 20619
    44038 Fieldstone Way, California, MD 20619
    /37

    $335,000 Sold Sep 15, 2025

    • 1,554 Sq Ft
    • $216/SF
    • 2 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1995

    44038 Fieldstone Way, California, MD 20619

    Come see this lovely duplex in the Wildewood Retirement Village, an over-55 community in the heart of St Mary's County! Beautifully appointed and maintained, with renovated kitchen and baths, recently replaced flooring, 2025 HVAC & HW heater. Welcoming front porch invites you into the living room, spacious and light, with new sliding glass doors to the patio and treed view beyond. Fabulous

    Patrick Deighan CENTURY 21 New Millennium

    44038 Fieldstone Way, California, MD 20619
    • 44710 Beechwood Ct, California, MD 20619
      44710 Beechwood Ct, California, MD 20619
      44710 Beechwood Ct, California, MD 20619
      /30

      Est $181,330 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 759 Sq Ft

      44710 Beechwood Ct, California, MD 20619

      44710 Beechwood Ct, California, MD 20619
  • 44459 Marymax Ln, Hollywood, MD 20636
    44459 Marymax Ln, Hollywood, MD 20636
    44459 Marymax Ln, Hollywood, MD 20636
    /5

    $139,900 Pending

    • Land
    • 1.61 Acres
    • $86,894 per Acre

    44459 Marymax Ln, Hollywood, MD 20636

    Nothing left to do! The lot is perc'd, cleared and prepped. A building permit is in hand for the house you see pictured here. Even the impact fee has been paid. Electric has been brought to the end of the street. So much value here! Dreaming of building your perfect home but feeling overwhelmed by the process and permit delays? This exceptional lot in the heart of Hollywood eliminates the hassle!

    Michelle Camaioni RE/MAX One

    44459 Marymax Ln, Hollywood, MD 20636
  • 24415 Fwd Dr, Hollywood, MD 20636
    24415 Fwd Dr, Hollywood, MD 20636
    24415 Fwd Dr, Hollywood, MD 20636
    /82

    $699,000 Sold Sep 12, 2025

    • 3,771 Sq Ft
    • $185/SF
    • 50 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2017

    24415 Fwd Dr, Hollywood, MD 20636

    Welcome to this exceptional Lancaster model built by Quality Built Homes! Located in highly sough after Twin Ponds! Featuring 4 spacious bedrooms, 4 full bathrooms, and a framed 5th bedroom in the basement—just awaiting drywall to complete the space. Located on a premium lot that backs to trees with extensive hardscaping, a heated plunge pool, a fenced yard, and lawn irrigation system! Inside

    Sarah Mulford-Martin EXP Realty, LLC

    24415 Fwd Dr, Hollywood, MD 20636
    • 42273 Manor Dr, Mechanicsville, MD 20659
      42273 Manor Dr, Mechanicsville, MD 20659
      42273 Manor Dr, Mechanicsville, MD 20659
      /19

      Est $363,175 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,129 Sq Ft

      42273 Manor Dr, Mechanicsville, MD 20659

      42273 Manor Dr, Mechanicsville, MD 20659
  • 26845 N Sandgates Rd, Mechanicsville, MD 20659
    26845 N Sandgates Rd, Mechanicsville, MD 20659
    26845 N Sandgates Rd, Mechanicsville, MD 20659
    /36

    $369,000 Pending

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    26845 N Sandgates Rd, Mechanicsville, MD 20659

    Welcome to 26845 North Sandgates Road — your peaceful retreat on 4 plus acres.This beautifully updated 3-bedroom, 1-bath home sits on a wide, flat front yard and backs to gorgeous mature woods, giving you privacy, breathing room, and that classic Southern Maryland “exhale” the minute you pull in. Inside, you’ll find an open layout that connects the living room, dining area, and kitchen,

    Lisa Yates JPAR Real Estate Professionals

    26845 N Sandgates Rd, Mechanicsville, MD 20659
  • 41950 Clover Hill Ct, Hollywood, MD 20636
    41950 Clover Hill Ct, Hollywood, MD 20636
    41950 Clover Hill Ct, Hollywood, MD 20636
    /71

    $650,000 Sold Sep 12, 2025

    • 4,283 Sq Ft
    • $152/SF
    • 6 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1993

    41950 Clover Hill Ct, Hollywood, MD 20636

    Heaven in HollywoodStep into your personal paradise with this luxurious estate that truly lives up to its name. Nestled on over 5 private acres, this sprawling property offers the ultimate in tranquility and seclusion—no neighbors in sight. Highlights & FeaturesUpgraded Gourmet Kitchen: Featuring a large central island perfect for entertaining and culinary creativityTwo Primary

    Trish Brow EXP Realty, LLC

    41950 Clover Hill Ct, Hollywood, MD 20636
    • 41503 Affirmed Way, Leonardtown, MD 20650
      41503 Affirmed Way, Leonardtown, MD 20650
      41503 Affirmed Way, Leonardtown, MD 20650
      /80

      Est $695,457 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 5,065 Sq Ft

      41503 Affirmed Way, Leonardtown, MD 20650

      41503 Affirmed Way, Leonardtown, MD 20650
  • 43124 Coles Dr, Hollywood, MD 20636
    43124 Coles Dr, Hollywood, MD 20636
    43124 Coles Dr, Hollywood, MD 20636
    /50

    $349,900 Pending

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

    43124 Coles Dr, Hollywood, MD 20636

    BEAUTIFULLY updated 3-bedroom home, situated on a gorgeous lot, just OVER an acre of land in a sought-after water-privileged community. This Beauty has all the charm and features you’ve been looking for! Freshly painted and move-in ready, it includes all-new stainless-steel appliances, modern light fixtures, and gorgeous laminate flooring throughout. The living room’s shiplap walls and

    Stacey White Coldwell Banker Realty

    43124 Coles Dr, Hollywood, MD 20636

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