13,095

Hollywood, MD Homes

Section Image
  • /3

    $530,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,627 Sq Ft

    41815 Chelsey Faye Ln, Leonardtown, MD 20650

    Warm, charming with style on CHELSEY FAYE. The Chelsey Model Home is a modestly sized one story design that is loaded with all the necessities. Beautiful white siding and stained timber accents are perfect material choices for the farmhouse style. Offering an open main level with one large space for living and dining. The family room has a high ceiling. Enjoy the cozy ambiance of this home

    Jessica Ascenzo JPAR Real Estate Professionals

    41815 Chelsey Faye Ln, Leonardtown, MD 20650
  • /58

    $680,000 Sold Aug 27, 2025

    • 3,784 Sq Ft
    • $180/SF
    • 2 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2017

    43478 Greg St, Hollywood, MD 20636

    Fabulous and better than new in Sought-After Twin Ponds! Why wait for new construction when you can move right into this like new home. All of the major items have been installed including a security system lawn irrigation, custom blinds, crown moulding, backsplash, mature landscaping, and more! Step into comfort and easy living with this impeccably maintained 4-bedroom, 3.5-bath Tappahannock

    Sarah Mulford-Martin EXP Realty, LLC

    43478 Greg St, Hollywood, MD 20636
    • /10

      Est $268,014 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 862 Sq Ft

      22765 Duke St, Leonardtown, MD 20650

      22765 Duke St, Leonardtown, MD 20650
  • /22

    $569,900 New Construction

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

    26366 Mar A Lee Ct, Mechanicsville, MD 20659

    *** To Be Built with estimated delivery date of December 1 **** 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

    Robin Cavallaro RE/MAX Realty Group

    26366 Mar A Lee Ct, Mechanicsville, MD 20659
  • /57

    $400,000 Sold Aug 27, 2025

    • 1,968 Sq Ft
    • $203/SF
    • 73 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1952

    25102 Three Notch Rd, Hollywood, MD 20636

    This house comes with a REDUCED RATE as low as 5.625% (APR 6.407%) as of 06/18/2025 through List & LockTM. This is a seller paid rate-buydown that reduces the buyer’s interest rate and monthly payment. Terms apply, see disclosures for more information.Welcome to this charming and beautifully maintained single-story home in SOUGHT after Hollywood. This inviting property features a spacious

    Connie Gunn CENTURY 21 New Millennium

    25102 Three Notch Rd, Hollywood, MD 20636
    • /46

      Est $564,881 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,319 Sq Ft

      43687 Wild Iris St, California, MD 20619

      43687 Wild Iris St, California, MD 20619
  • /45

    $425,000 Pending

    • 3 Beds
    • 4 Baths
    • 2,168 Sq Ft

    23307 Sugar Pine Ln, California, MD 20619

    Back on the market! Take a look at this like-new townhome built in 2023. This spacious and modern home features an open-concept layout perfect for entertaining, with abundant natural light and high-end finishes throughout. The heart of the home is a beautifully appointed kitchen with a large island, stainless steel appliances, sleek cabinetry, and plenty of counter space. Upstairs you'll find

    Jesieryl Hartzer CENTURY 21 New Millennium

    23307 Sugar Pine Ln, California, MD 20619
  • /80

    $517,000 Sold Aug 26, 2025

    • 2,990 Sq Ft
    • $173/SF
    • 79 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2006

    23371 Hosta Ln, California, MD 20619

    Beautifully maintained 4-bedroom, 3.5-bath home offering nearly 3,000 sq ft of living space in the sought-after Wildewood community. Built in 2006, this residence features a finished basement with workshop space, a versatile 4th-floor loft, and a 2-car rear-entry garage. Recent updates include a brand-new water heater replaced in 2025 and a roof that’s less than 3 years old. The seller is also

    Katy Galloway CENTURY 21 New Millennium

    23371 Hosta Ln, California, MD 20619
    • /68

      Est $878,825 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,600 Sq Ft

      44294 Sotterley Ln, Hollywood, MD 20636

      44294 Sotterley Ln, Hollywood, MD 20636
  • /32

    $549,900 Pending

    • 5 Beds
    • 2 Baths

    27086 Holly Ln, Mechanicsville, MD 20659

    Charming Cape Cod on Over 5 Private Acres with Massive Detached Garage & No HOA!Discover the charm of country living in this character-filled Cape Cod, nestled on over 5 private, wooded acres—a rare find with no HOA and endless potential. Built in 1974, this home combines rustic appeal with key updates, offering the perfect canvas for your personal touch.Inside, you’ll find 5

    Marie Hankinson EXP Realty, LLC

    27086 Holly Ln, Mechanicsville, MD 20659
  • /49

    $395,000 Sold Aug 22, 2025

    • 2,638 Sq Ft
    • $150/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2010

    44219 Beaver Creek Dr, California, MD 20619

    Welcome to Wildewood one of Saint Mary's sought after neighborhoods. This beautiful end unit townhome offers 3 levels of living. Main level living offers a dining or office area, gourmet kitchen with center island, and a combination kitchen / living room for all your gatherings. The middle level offers 3 generous bedrooms with walk in closets, new carpeting, and recessed lighting. The 2 bedrooms

    Chris Coughlan RE/MAX One

    44219 Beaver Creek Dr, California, MD 20619
    • /34

      Est $588,141 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,786 Sq Ft

      43729 Sweetbay St, California, MD 20619

      43729 Sweetbay St, California, MD 20619
  • /57

    $532,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,574 Sq Ft

    44126 Beaver Creek Dr, California, MD 20619

    Welcome to this beautifully upgraded Elevation F Braddock model by Stanley Martin, perfectly situated on a spacious corner lot in the amenity-rich Wildewood community! This 4-bedroom, 3.5-bath home offers thoughtful updates and modern comfort. You’ll love the 2024 waterproof laminate plank flooring on the main-kitchen level and basement, stylish kitchen backsplash, and stainless steel appliances,

    Diana Washabaugh CENTURY 21 New Millennium

    44126 Beaver Creek Dr, California, MD 20619
  • /30

    $510,000 Sold Aug 22, 2025

    • 1,854 Sq Ft
    • $275/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2020

    23398 Lilliflora Dr, California, MD 20619

    This 3 years young home is so comfortable! It offers one level living, with a full unfinished basement to customize as you wish, and an open floor plan that allows for easy gatherings. There are numerous upgrades, including flooring and appliances. The home is handicapped accessible, with wide hallways and a disability- friendly bathroom. A nice rear deck provides outdoor enjoyment.;

    Carolyn Guy Home Towne Real Estate

    23398 Lilliflora Dr, California, MD 20619
    • /33

      Est $376,940 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,188 Sq Ft

      23066 Mountain Laurel Ln, California, MD 20619

      23066 Mountain Laurel Ln, California, MD 20619
  • /95

    $560,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 4,274 Sq Ft

    23416 Canna Ct, California, MD 20619

    Spacious 5-Bedroom Retreat with in-law Suite, Deck & New Roof!Welcome to 23416 Canna Ct in California, MD—a beautifully maintained 5-bedroom, 4.5-bathroom home with over 4,200 sq ft of living space and a brand-new roof! Nestled in a sought-after community with top-tier amenities, this home is move-in ready and built for both entertaining and everyday comfort.Step inside to

    Kelly Padgett CENTURY 21 New Millennium

    23416 Canna Ct, California, MD 20619
  • /50

    $602,400 Sold Aug 21, 2025

    • 2,624 Sq Ft
    • $230/SF
    • 21 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2022

    23953 Woodmore Dr, Hollywood, MD 20636

    Welcome to this beautiful 4-bedroom, 2.5 bath Montross Model, built by Quality Built Homes, Inc. in 2022, offering over 2,600 sq ft of luxurious living space that shows like new! This meticulously maintained home features wide-plank hardwood flooring throughout the first floor, with tile in the bathrooms. The chef's kitchen is a masterpiece, showcasing granite countertops, a large painted island,

    Tom Walsh RE/MAX One

    23953 Woodmore Dr, Hollywood, MD 20636
    • /30

      Est $518,006 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,830 Sq Ft

      23929 Hollywood Rd, Hollywood, MD 20636

      23929 Hollywood Rd, Hollywood, MD 20636
  • /2

    $590,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 3,575 Sq Ft

    23261 Jenifer Ct, Leonardtown, MD 20650

    Gabriela Agostinelli RE/MAX Realty Group

    23261 Jenifer Ct, Leonardtown, MD 20650
  • /2

    $630,000 Sold Aug 20, 2025

    • 3,252 Sq Ft
    • $194/SF
    • 2 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2010

    41460 Challedon Way, Leonardtown, MD 20650

    Pride of ownership shines throughout this beautifully maintained Hayden model located in Leonard’s Grant community. From the moment you step inside, you'll be welcomed by neutral paint, beautiful flooring—including gleaming hardwoods, brand-new carpet, and luxury vinyl plank in the finished basement.The gourmet kitchen is truly the heart of the home, featuring updated appliances including a

    Heather Foster RE/MAX One

    41460 Challedon Way, Leonardtown, MD 20650
    • /23

      Est $370,493 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,112 Sq Ft

      43539 Wild Iris St, California, MD 20619

      43539 Wild Iris St, California, MD 20619
  • /52

    $539,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,877 Sq Ft

    26005 Jones Wharf Rd, Hollywood, MD 20636

    Modern Farmhouse Vibes on 4+ Private Acres in HollywoodWelcome to your dream escape — a gorgeously renovated 3-bedroom, 2-bath rambler nestled on 4.02 picturesque acres in the heart of Hollywood, MD. From the moment you pull up, the sunny yellow door, charming “Come In” welcome mat, and modern exterior set the tone for a home that’s warm, stylish, and totally irresistible.Step

    Mark Frisco CENTURY 21 New Millennium

    26005 Jones Wharf Rd, Hollywood, MD 20636
  • /25

    $400,000 Sold Aug 15, 2025

    • 1,450 Sq Ft
    • $276/SF
    • 3 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1972

    23888 Hollywood Rd, Leonardtown, MD 20650

    Modern Charm Meets Country! Welcome to your private retreat in the heart of Leonardtown! This completely updated 4-bedroom, 2-bath rambler sits on 1.3 acres of peace and privacy—tucked off the road and surrounded by nature. Inside, you'll fall in love with the wide-open layout, fresh neutral tones, and stunning luxury vinyl flooring that flows seamlessly throughout.The

    Mark Frisco CENTURY 21 New Millennium

    23888 Hollywood Rd, Leonardtown, MD 20650
    • /39

      Est $588,643 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,605 Sq Ft

      24334 Daphne Dr, Hollywood, MD 20636

      24334 Daphne Dr, Hollywood, MD 20636
  • /54

    $529,900 Under Contract

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

    23000 Wapiti Way, California, MD 20619

    A large corner lot, in the heart of Wildewood - this beautiful home is ready for its new owner! A welcoming front porch, to enjoy the community feel of Woodland Park, brings you inside where you are greeted with gleaming hardwood floors and tall ceilings. The entry offers a designated dining room, half bathroom and a seamless transition from the kitchen to the large living room. This gourmet

    Delaney Burgess RE/MAX United Real Estate

    23000 Wapiti Way, California, MD 20619
  • /30

    $181,000 Sold Aug 14, 2025

    • 759 Sq Ft
    • $238/SF
    • 5 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1988

    23254 Chestnut Oak Ct, California, MD 20619

    Affordable Convenience! Why pay rent? Move right into this 1-bedroom, 1-bath condo! Updated flooring, bath, and kitchen counter. Nice size living room/dining area with sliding door to patio. Patio looks out on woods/trees. Spacious bedroom and closet. Updated vanity & lighting in the bath w/ tub-shower. Big storage closet, and in-unit laundry. Newer HVAC. Reserved parking. Wildewood amenities -

    Andrew Shemeta CENTURY 21 New Millennium

    23254 Chestnut Oak Ct, California, MD 20619
    • /54

      Est $578,191 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,872 Sq Ft

      23399 Lilliflora Dr, California, MD 20619

      23399 Lilliflora Dr, California, MD 20619
  • /30

    $585,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,788 Sq Ft

    44297 Read Ct, Hollywood, MD 20636

    Beautiful 4 Bedroom 2.5 Bath Colonial now available in sought-after Willowbrook neighborhood within the heart of Hollywood. In addition to the attached garage, this property features a large detached garage with an upstairs storage area. The main level features a two-story open foyer with hardwood floors, a sitting room, a formal dining room, a living room, a kitchen with SS appliances, a

    DJ Brady EXP Realty, LLC

    44297 Read Ct, Hollywood, MD 20636
  • /30

    $350,000 Sold Aug 12, 2025

    • 1,104 Sq Ft
    • $317/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    25060 Pinto Dr, Hollywood, MD 20636

    Welcome to 25060 Pinto Drive a charming 3-bedroom, 2-bath rancher offering easy one-level living in a peaceful neighborhood setting. This well-maintained home features a spacious living room filled with natural light, a functional kitchen with plenty of cabinet space, and a cozy dining area perfect for gathering with friends and family.The primary suite includes its own private bath,

    Katherine Dean RE/MAX One

    25060 Pinto Dr, Hollywood, MD 20636
    • /59

      Est $510,671 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,824 Sq Ft

      22999 Ringtail Dr, California, MD 20619

      22999 Ringtail Dr, California, MD 20619
  • /92

    $515,000 Under Contract

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

    44021 Silverwood Ln, California, MD 20619

    Immaculate Colonial in Prestigious Wildewood Welcome to this stunning colonial in the highly sought-after Wildewood community, where timeless charm meets modern luxury. Every detail of this home has been carefully designed to offer comfort, elegance, and functionality. The primary suite boasts a spa-inspired bathroom with heated floors and an oversized walk-in shower—large enough for

    Jessica Raley CENTURY 21 New Millennium

    44021 Silverwood Ln, California, MD 20619
  • /113

    $638,000 Sold Aug 12, 2025

    • 6,311 Sq Ft
    • $101/SF
    • 86 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2005

    23275 Jenifer Ct, Leonardtown, MD 20650

    Welcome to this three-level home located in the Single Tree community, just a short walk from vibrant downtown. Boasting over 6,700 square feet of beautifully designed living space, this home offers 6 bedrooms, 4.5 bathrooms, and a thoughtfully crafted layout perfect for both everyday living and entertaining.The main level features gleaming hardwood floors, a soaring two-story family room

    Jennifer Goddard CENTURY 21 New Millennium

    23275 Jenifer Ct, Leonardtown, MD 20650
    • /28

      Est $293,886 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,431 Sq Ft

      23580 F D R Blvd Unit 201, California, MD 20619

      23580 F D R Blvd Unit 201, California, MD 20619
  • /5

    $90,000

    • Land
    • 2.78 Acres
    • $32,374 per Acre

    43135 Goldsborough Place, Hollywood, MD 20636

    2.78 acres with recorded and approved perc plat. Property surrounded by local protected lands. Ready for you to contact your engineer and start your building permits.Per the St. Mary's County Health Dept. 43135 Goldsborough Place already has a sewage reserve area with satisfactory percs that was approved in 2006 that can still be utilized.The perc test provided is from 2006 and was

    Patrick Dugan O'Brien Realty ERA Powered

    43135 Goldsborough Place, Hollywood, MD 20636
  • /53

    $325,000 Sold Aug 08, 2025

    • 1,680 Sq Ft
    • $193/SF
    • 13 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1940

    27149 Barton St, Mechanicsville, MD 20659

    Discover the perfect blend of charm and modern updates in this beautifully renovated home situated on a spacious double lot. All major renovations completed just 5 years ago! Roof, siding, heat pump, water heater, porch, kitchen, bathrooms, etc. Enter the door to a cozy screened in porch... perfect for peaceful mornings! Head in the main door to an entryway and family room with vinyl wood

    Cheryl Bare CENTURY 21 New Millennium

    27149 Barton St, Mechanicsville, MD 20659
    • /76

      Est $375,754 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,494 Sq Ft

      22910 Lawrence Ave, Leonardtown, MD 20650

      22910 Lawrence Ave, Leonardtown, MD 20650
  • /37

    $225,000

    • 2 Beds
    • 1.5 Baths
    • 936 Sq Ft

    44790 Locust Ridge Ct, California, MD 20619

    Beautiful 2-bedroom, 1.5 bath condo located in the desirable Locust Ridge community. This light and bright home features a nice sized kitchen with breakfast bar, open Living/dining area, and spacious primary bedroom with owner on suite. Enjoy views of the community pond from your private balcony. This one won't last long, Don't miss out on the opportunity to own this amazing property, schedule

    Adam Boerckel RE/MAX One

    44790 Locust Ridge Ct, California, MD 20619
  • /48

    $659,900 Sold Aug 08, 2025

    • 4,924 Sq Ft
    • $134/SF
    • 26 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2003

    23273 Nicholson St, Hollywood, MD 20636

    Live Large in Leonardtown! This remarkable 4-bedroom, 4-bath home in the coveted Forrest Farm community is your golden opportunity to own a slice of Southern Maryland paradise. Set on nearly 2.5 acres of serene, tree-lined land, this home is a rare find.Step inside and be wowed by brand new SS appliances, NEW LVP & carpet, soaring vaulted ceilings, fresh paint throughout, and a thoughtful

    Mary Helen Wiley Daly RE/MAX One

    23273 Nicholson St, Hollywood, MD 20636
    • /53

      Est $616,168 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,790 Sq Ft

      43606 Wild Iris St, California, MD 20619

      43606 Wild Iris St, California, MD 20619
  • /33

    $395,000

    • 4 Beds
    • 2.5 Baths
    • 2,072 Sq Ft

    23190 Falling Leaf Ln, California, MD 20619

    Welcome to 23190 Falling Leaf Ln, a beautifully renovated 4-bedroom, 2.5-bath home located in the highly sought-after Wildewood community. This property has undergone extensive upgrades, blending modern style with everyday functionality.Step inside to find a stunningly remodeled kitchen featuring upgraded cabinetry, sleek countertops, and premium appliances—perfect for both entertaining

    Matthew Burgan Infinitas Realty Group

    23190 Falling Leaf Ln, California, MD 20619

Showing Results 121 - 160, Page 4 of 18

How to Buy a Home How to Finance a Home How to Sell a Home