13,178

Hollywood, MD Homes

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  • /37

    $599,900

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

    43447 Drum Cliff Rd, Hollywood, MD 20636

    This charming Cape Cod-style home, built in 1987, offers a spacious 3,464 sq. ft. of living space on a generous 3.01-acre lot. Featuring 3 bedrooms and 2 full bathrooms, the layout is perfect for comfortable living. The fully finished basement adds valuable extra space, ideal for a recreation room or home office. The inviting interior boasts a cozy wood stove, perfect for chilly evenings,

    Gloria Abell Coldwell Banker Premier

    43447 Drum Cliff Rd, Hollywood, MD 20636
  • /11

    $1,950 per month

    • 1 Bed
    • 1 Bath
    • 868 Sq Ft
    • Condo for Rent

    41820 Eastwick Ln Unit 3304, Leonardtown, MD 20650

    This 1 bedroom, 1 bath condo is just a short walk to downtown Leonardtown. Condo is being rented fully furnished. Kitchen w/granite counters, stainless appliances, washer/dryer, pantry, bar style seating and eating area. Foyer, kitchen, and eating area have beautiful hardwood floors. Large bedroom w/walk in closet and full bathroom in hallway. Living room with sliders that open to the balcony. In

    Kelly Padgett CENTURY 21 New Millennium

    41820 Eastwick Ln Unit 3304, Leonardtown, MD 20650
  • /55

    $800,000 Sold Jul 31, 2025

    24611 Greenview Dr, Hollywood, MD 20636

    • 4 Beds
    • 2.5 Baths
    • 2,232 Sq Ft
    • Built 1974

    Last Sold Summary

    • $358/SF
    • 6 Days On Market

    Current Estimated Value $806,407

    Last Listing Agent Mark Frisco CENTURY 21 New Millennium

    24611 Greenview Dr, Hollywood, MD 20636
    • /54

      Est $604,848 Not Listed For Sale

      24676 Broad Creek Dr, Hollywood, MD 20636

      • 4 Beds
      • 3.5 Baths
      • 3,325 Sq Ft
      • Built 2012
      24676 Broad Creek Dr, Hollywood, MD 20636

      Last Sold Summary

      • 22% Above List Price
      • $149/SF
      • 2 Days On Market

      Last Sold Price $495,000

      Last Listing Agent Jesieryl Hartzer Century 21 New Millennium

  • /30

    $479,900 New Construction

    • 4 Beds
    • 3.5 Baths

    Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650

    Homesite 102 Oakley D1*** Late March Delivery***Builder Incentive $12,500 in Closing Help with use of preferred lender and title company. New Construction – Oakley D1 End Unit at Meadows at Town Run II 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 in the heart of

    Laura Bernth RE/MAX One

    Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650
  • /13

    $2,200 per month

    • 3 Beds
    • 1.5 Baths
    • 1,227 Sq Ft
    • Townhouse for Rent

    41963 Satchel Paige Way, Hollywood, MD 20636

    Cozy and well-maintained townhome offers a bright, open-concept layout with modern finishes throughout. The main level features a spacious living area with neutral tones and durable flooring, seamlessly flowing into the kitchen and dining spaces—perfect for everyday living and entertaining. The kitchen is equipped with stainless steel appliances, ample cabinet storage, and generous counter space.

    Ana Galvan CENTURY 21 New Millennium

    41963 Satchel Paige Way, Hollywood, MD 20636
  • /48

    $447,400 Sold Oct 09, 2025

    Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft
    • Built 2025

    Last Sold Summary

    • $175/SF
    • 58 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650
    • /54

      Est $671,098 Not Listed For Sale

      24420 Fwd Dr, Hollywood, MD 20636

      • 4 Beds
      • 2.5 Baths
      • 3,454 Sq Ft
      • Built 2018
      24420 Fwd Dr, Hollywood, MD 20636

      Last Sold Summary

      • 7% Above List Price
      • $182/SF
      • 2 Days On Market

      Last Sold Price $628,000

      Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

  • /95

    $1,200,000

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

    25890 Whiskey Creek Rd, Hollywood, MD 20636

    Welcome to your waterfront sanctuary and entertainers dream home! The custom craftmanship in this home will amaze you. This 4 bedroom 2 1/2 bathroom home has everything at your fingertips. Family room w/fireplace and exposed beams. Built in bar and entertainment space off family room and kitchen. Large gourmet kitchen and formal dining room. Upper level with primary bedroom and primary bathroom.

    Edna Wentworth CENTURY 21 New Millennium

    25890 Whiskey Creek Rd, Hollywood, MD 20636
  • /7

    $1,750 per month

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

    23242 Rosewood Ct Unit 1068, 8F, California, MD 20619

    Updated, mid-level condo is ready for it's new tenants! 2 bedroom, 1.5 Bath with LVP flooring. Items updated in 2021: appliances, paint, countertops. No pets. Rent includes HOA, water/sewer and trash.

    Lisa Van Tassel Home Towne Real Estate

    23242 Rosewood Ct Unit 1068, 8F, California, MD 20619
  • /32

    $435,000 Sold Dec 18, 2025

    23756 Myrtle Glen Way, California, MD 20619

    • 4 Beds
    • 3.5 Baths
    • 2,432 Sq Ft
    • Built 2020

    Last Sold Summary

    • $179/SF
    • 23 Days On Market

    Current Estimated Value $431,583

    Last Listing Agent Ashley Frazier Five Star Real Estate

    23756 Myrtle Glen Way, California, MD 20619
    • /31

      Est $389,511 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

      • 6% Above List Price
      • $127/SF
      • 27 Days On Market

      Last Sold Price $367,000

      Last Listing Agent Lawrence Lessin Save 6, Incorporated

  • /9

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,150 Sq Ft

    26188 Skyview Dr, Hollywood, MD 20636

    JUST REDUCED WHAT A DEAL = HOME NEEDS SOME WORK = VACANT = WATERFRONT ON COLES CREEK. SELLER WILL PAY $40,000.00 TOWARD HOME IMPROVEMENTS IF SETTLEMENT CAN BE WITHIN 30 DAYS.

    Glen Elrod Elrod & Associates Real Estate, Inc

    26188 Skyview Dr, Hollywood, MD 20636
  • /79

    $4,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,242 Sq Ft
    • House for Rent

    45093 Smiths Nursery Rd, Hollywood, MD 20636

    Experience exceptional waterfront living on Cuckold Creek! Situated on a private, 3/4 acre lot, this remarkable property feels like its own peninsula. Enjoy breathtaking million-dollar water views from every room!With nearly 2,300 square feet of living space, the home features 3 spacious bedrooms and 2.5 baths, thoughtfully designed for comfort and functionality. The gourmet kitchen is a

    Erika Yowell EXP Realty, LLC

    45093 Smiths Nursery Rd, Hollywood, MD 20636
  • /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 $517,105

    Last Listing Agent Jessica Raley CENTURY 21 New Millennium

    44021 Silverwood Ln, California, MD 20619
    • /72

      Est $676,698 Not Listed For Sale

      23748 Coventry Dr, Leonardtown, MD 20650

      • 5 Beds
      • 5 Baths
      • 3,980 Sq Ft
      • Built 2013
      23748 Coventry Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 9% Above List Price
      • $156/SF
      • 6 Days On Market

      Last Sold Price $620,000

      Last Listing Agent Patrick Deighan Century 21 New Millennium

  • /40

    $479,900 Pending

    • 4 Beds
    • 3.5 Baths

    Lot 108- 23666 Weeping Willow Way, 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

    Laura Bernth RE/MAX One

    Lot 108- 23666 Weeping Willow Way, Leonardtown, MD 20650
  • /40

    $2,700 per month

    • 4 Beds
    • 2.5 Baths
    • 1,723 Sq Ft
    • House for Rent

    25001 Half Pone Point Rd, Hollywood, MD 20636

    This property has been meticulously maintained and is ready for a new tenant with excellent credit and a strong employment history. The house is located in a beautiful water-oriented area, surrounded by high-end waterfront homes. The community is lightly traveled and level, making it suitable for scenic walks throughout the day. The easement access to the Patuxent River, right across the street,

    Dawn Wood O'Brien Realty ERA Powered

    25001 Half Pone Point Rd, 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 Bernth RE/MAX One

    Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650
    • /71

      Est $688,210 Not Listed For Sale

      23287 Crestmar Ln, Leonardtown, MD 20650

      • 6 Beds
      • 4.5 Baths
      • 4,262 Sq Ft
      • Built 2019
      23287 Crestmar Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 4% Above List Price
      • $155/SF
      • 26 Days On Market

      Last Sold Price $659,000

      Last Listing Agent Marizel Brewington RE/MAX

  • /46

    $489,900 Pending

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

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

    ***UNDER CONTRACT********* Lot 117 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

    Laura Bernth RE/MAX One

    Lot 117 - 23720 Weeping Willow Way, Leonardtown, MD 20650
  • /28

    $2,900 per month

    • 3 Beds
    • 2.5 Baths
    • 1,080 Sq Ft
    • House for Rent

    22802 Lawrence Ave, Leonardtown, MD 20650

    Prime Luxury Living Just Seconds from MedStar St. Mary’s! Skip the commute and maximize your downtime in this pristine, never-before-lived-in residence. Perfectly positioned for medical professionals, this home offers a "magazine-worthy" retreat after a long shift. Enjoy a chef’s kitchen with premium stainless appliances for quick meals and a spa-style primary suite designed for ultimate

    Michelle Camaioni RE/MAX One

    22802 Lawrence Ave, Leonardtown, MD 20650
  • /11

    $525,000 Sold May 30, 2025

    24140 Wheatherby Dr, Hollywood, MD 20636

    • 4 Beds
    • 2.5 Baths
    • 2,450 Sq Ft
    • Built 2013

    Last Sold Summary

    • $214/SF
    • 0 Days On Market

    Current Estimated Value $537,480

    Last Listing Agent Jimmy Hayden RE/MAX One

    24140 Wheatherby Dr, Hollywood, MD 20636
    • /30

      Est $368,384 Not Listed For Sale

      23200 Ambrosia Ln, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 2,060 Sq Ft
      • Built 2016
      23200 Ambrosia Ln, California, MD 20619

      Last Sold Summary

      • 8% Above List Price
      • $165/SF
      • 10 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Jeffrey Lewis BHHS PenFed (actual)

  • /2

    $655,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 5,144 Sq Ft

    44144 Azalea Ct, California, MD 20619

    COMING SOON! Gorgeous, beautifully maintained home with over 5000 sqft of living space! A major remodeling of the home was done in 2017. Lots of updates, including newer Roof & HVAC.... details and pictures Coming Soon!

    Rashi Garg Long & Foster Real Estate, Inc.

    44144 Azalea Ct, California, MD 20619
  • /22

    $1,700 per month

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Condo for Rent

    23247 White Birch Ct Unit 135, California, MD 20619

    2 bed 2 bath apartment in Wildewood right off the Wildewood Pkwy. This home is a walking distance to the shopping Wildewood has to offer as well as the many amenities that come with being a resident! The new flooring runs throughout the apartment! The living features a skylight that adds character and additional light! The private balcony is right off the dining area that backs to trees and

    Mark Frisco CENTURY 21 New Millennium

    23247 White Birch Ct Unit 135, California, MD 20619
  • /2

    $225,000 Sold Jul 09, 2025

    44939 Clarks Mill Rd, Hollywood, MD 20636

    • 5 Beds
    • 3 Baths
    • 3,213 Sq Ft
    • Built 1951

    Last Sold Summary

    • $70/SF

    Current Estimated Value $341,365

    Last Listing Agent Billy Rabbitt The Southside Group Real Estate

    44939 Clarks Mill Rd, Hollywood, MD 20636
    • /57

      Est $300,337 Not Listed For Sale

      23570 F D R Blvd Unit 105, California, MD 20619

      • 2 Beds
      • 2 Baths
      • 1,204 Sq Ft
      • Built 2018
      23570 F D R Blvd Unit 105, California, MD 20619

      Last Sold Summary

      • 2% Above List Price
      • $245/SF
      • 31 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Beverly Drewery Century 21 New Millennium

  • /25

    $569,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    26366 Mar A Lee Ct, Mechanicsville, MD 20659

    Welcome to your dream home in the heart of Mechanicsville! Nestled on a quiet dead-end street, this stunning colonial boasts an abundance of space and breathtaking features. The main level is the perfect layout with a home office, the fabulous kitchen with granite countertops and stainless steel appliances will make meal preparation a pleasure, spacious family room and mud room as you enter from

    Robin Cavallaro RE/MAX Realty Group

    26366 Mar A Lee Ct, Mechanicsville, MD 20659
  • /25

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 909 Sq Ft
    • House for Rent

    41577 Church St, Leonardtown, MD 20650

    Brand New Family Comfort Steps from the Waterfront! Give your family the "elevated" lifestyle they deserve in this thoughtfully crafted new home. Located near the heart of Leonardtown’s year-round community events and waterfront, this residence offers the perfect blend of safety and style. Guests will love the flexible bedroom layouts, while parents will appreciate the attached garage and

    Michelle Camaioni RE/MAX One

    41577 Church St, Leonardtown, MD 20650
  • /36

    $420,000 Sold Mar 03, 2025

    44076 Granite Way, California, MD 20619

    • 3 Beds
    • 2.5 Baths
    • 2,394 Sq Ft
    • Built 2004

    Last Sold Summary

    • $175/SF
    • 1 Day On Market

    Current Estimated Value $447,087

    Last Listing Agent Patrick Deighan CENTURY 21 New Millennium

    44076 Granite Way, California, MD 20619
    • /30

      Est $408,526 Not Listed For Sale

      23226 Woodland Acres Rd, California, MD 20619

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 1961
      23226 Woodland Acres Rd, California, MD 20619

      Last Sold Summary

      • 25% Above List Price
      • $182/SF
      • 174 Days On Market

      Last Sold Price $328,000

      Last Listing Agent Mary Fusaro O'Brien Realty

  • /45

    $449,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,571 Sq Ft

    Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650

    Homesite 100 Madison D1: *** Mid March Delivery***Builder Incentive $12,500 in Closing Help with use of Preferred Lender & Title. 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

    Laura Bernth RE/MAX One

    Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650
  • /27

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 909 Sq Ft
    • House for Rent

    41573 Church St, Leonardtown, MD 20650

    Effortless Elegance & Walkability in the Heart of Town! Trade the maintenance of a large estate for the refined ease of this never-lived-in luxury rental. Designed for those with a taste for the finer things, this home features sleek cabinetry, designer fixtures, and a spa-inspired bath. The dedicated garage provides "lock-and-leave" security for travelers, while the doorstep access to

    Michelle Camaioni RE/MAX One

    41573 Church St, Leonardtown, MD 20650
  • /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 $216,721

    Last Listing Agent Mitchell Seifert RE/MAX One

    44759 Woodlake Ct Unit 726, California, MD 20619
    • /33

      Est $388,630 Not Listed For Sale

      43531 Wild Iris St, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 2,080 Sq Ft
      • Built 2013
      43531 Wild Iris St, California, MD 20619

      Last Sold Summary

      • 5% Above List Price
      • $178/SF
      • 23 Days On Market

      Last Sold Price $369,900

      Last Listing Agent Kelly Niland Kevin Turner

  • /105

    $690,000 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 4,180 Sq Ft

    41438 Silver Charm Ct, Leonardtown, MD 20650

    Tucked away at the end of a quiet cul-de-sac in sought-after Leonard’s Grant, this stately brick-front home offers space, upgrades, and an exceptional setting on nearly half an acre.Step inside to a spacious, well-designed layout featuring a private first-floor office—ideal for working from home. The upgraded kitchen serves as the centerpiece of the home. There is ample cabinetry, a double

    Heather Foster RE/MAX One

    41438 Silver Charm Ct, Leonardtown, MD 20650
  • /34

    $2,800 per month

    • 4 Beds
    • 2.5 Baths
    • 2,762 Sq Ft
    • House for Rent

    24421 Broad Creek Dr, Hollywood, MD 20636

    Discover the charm and space of this beautifully maintained Colonial-style home in the desirable Broad Creek community of Hollywood, Maryland. Offering 4 bedrooms and 2.5 baths across the main and upper levels, this home features a bright, welcoming living area with a cozy fireplace, a well-appointed kitchen, and spacious dining and gathering spaces—perfect for everyday living and entertaining.

    Jon Nicholls LPT Realty, LLC

    24421 Broad Creek Dr, Hollywood, MD 20636
  • /89

    $746,000 Sold Apr 25, 2025

    24425 Fwd Dr, Hollywood, MD 20636

    • 5 Beds
    • 3.5 Baths
    • 4,404 Sq Ft
    • Built 2017

    Last Sold Summary

    • $169/SF
    • 2 Days On Market

    Current Estimated Value $751,608

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    24425 Fwd Dr, Hollywood, MD 20636
    • /57

      Est $315,911 Not Listed For Sale

      23570 F D R Blvd Unit 208, California, MD 20619

      • 2 Beds
      • 2 Baths
      • 1,470 Sq Ft
      • Built 2018
      23570 F D R Blvd Unit 208, California, MD 20619

      Last Sold Summary

      • 2% Above List Price
      • $211/SF
      • 7 Days On Market

      Last Sold Price $309,900

      Last Listing Agent Jim Rose Residential Plus Real Estate

Showing Results 81 - 120, Page 3 of 18

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