13,095

Hollywood, MD Homes

Section Image
  • /52

    $620,000 Sold Aug 08, 2025

    • 4,867 Sq Ft
    • $127/SF
    • 41 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2018

    45189 Woodhaven Dr, California, MD 20619

    Welcome to The Woods at Myrtle Point, a highly desirable neighborhood offering this exceptional home with immediate occupancy available. This spacious residence features 5 bedrooms and 3.5 baths, encompassing a generous 4,861 square feet of elegant living space designed for comfort and functionality.The home boasts a versatile private office or study, perfect for work or quiet retreat.

    Lisa Riggleman RE/MAX One

    45189 Woodhaven Dr, California, MD 20619
    • /54

      Est $720,870 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,258 Sq Ft

      26302 Bugbee Ln, Hollywood, MD 20636

      26302 Bugbee Ln, Hollywood, MD 20636
  • /36

    $260,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    27068 Cape Saint Marys Dr, Mechanicsville, MD 20659

    Small but intimate, this charming two-bedroom, one-bath rambler sits a stone’s throw from the Patuxent River and is just a short stroll away from waterfront dining at Sandgate Inn and Seabreeze Restaurant. A true value in a friendly neighborhood, it’s perfect for first-time buyers, downsizers, or anyone seeking comfort and convenience without the price tag.***HIGHLIGHTS***- 2

    Kathy White-Thorne RE/MAX United Real Estate

    27068 Cape Saint Marys Dr, Mechanicsville, MD 20659
  • /59

    $525,000 Sold Aug 08, 2025

    • 2,024 Sq Ft
    • $259/SF
    • 22 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1987

    24950 Morgan Rd, Hollywood, MD 20636

    Welcome to your own private oasis! This home boasts five beds and three full baths, along with many custom upgrades to include a new HVAC system installed four years ago. Plenty of space for entertaining, to include a large patio with screened-in sitting area, with heater; perfect for any season. The first oversized garage includes plumbing, electrical and a wet bar. The second garage has

    Amy Scott OE Realty

    24950 Morgan Rd, Hollywood, MD 20636
    • /36

      Est $374,443 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,142 Sq Ft

      44001 Swift Fox Dr, California, MD 20619

      44001 Swift Fox Dr, California, MD 20619
  • /59

    $675,000

    • 6 Beds
    • 4.5 Baths
    • 4,145 Sq Ft

    41435 Osborne Ln, Leonardtown, MD 20650

    Built in 2018, this home feels better than new with fresh paint and modern updates throughout! With 6 bedrooms, 4.5 bathrooms, and multiple living spaces, there’s room for every member of the household, long-term guests, or effortless entertaining. Osborne Lane greets you with a welcoming front porch and porch swing to enjoy mornings or evenings overlooking the tree-lined, sidewalked streets.

    Delaney Burgess RE/MAX United Real Estate

    41435 Osborne Ln, Leonardtown, MD 20650
  • /59

    $435,000 Sold Aug 07, 2025

    • 2,306 Sq Ft
    • $189/SF
    • 3 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2017

    23265 Lindsay Dr, Leonardtown, MD 20650

    Welcome Home to this stunning 3 Bedroom, 3.5 Bath Townhome in the vibrant community of Clarks Rest in the heart of Leonardtown! Step inside this bright and open floorplan featuring 9 foot ceilings and gleaming hardwood floors throughout the main level. The dining room moves effortlessly to the well-appointed kitchen boasting gourmet Stainless Steel appliances, granite countertops, a large

    Wayne & Christine Floyd RE/MAX Realty Group

    23265 Lindsay Dr, Leonardtown, MD 20650
    • /57

      Est $366,369 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,060 Sq Ft

      44289 Beaver Creek Dr, California, MD 20619

      44289 Beaver Creek Dr, California, MD 20619
  • /43

    $494,900

    • 3 Beds
    • 2 Baths
    • 2,669 Sq Ft

    43220 Rosalinds Dr, Hollywood, MD 20636

    Charming One-Story Home on a Private 1-Acre Lot in Hollywood!This well-maintained, single-level home is nestled on a peaceful 1-acre lot, offering privacy and space both inside and out. Remodeled bathrooms with custom tile work and a large walk-in shower in primary bath. The great room features an arched ceiling, creating a bright and open living space. A dedicated office/den opens

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    43220 Rosalinds Dr, Hollywood, MD 20636
  • /108

    $670,000 Sold Aug 01, 2025

    • 3,203 Sq Ft
    • $209/SF
    • 10 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2001

    25983 Chaffee Ct, Mechanicsville, MD 20659

    This phenomenal property is back on the market! Welcome to this stunning home at 25983 Chaffee Court, where comfort, style, and functionality meet! This immaculate 4-bedroom, 3.5-bathroom residence boasts a wealth of luxurious features, including a spacious 2-car garage with overhead service, and an impressive finished basement that offers both a bar and a small workshop for all your hobby or

    John Gatton CENTURY 21 New Millennium

    25983 Chaffee Ct, Mechanicsville, MD 20659
    • /36

      Est $363,635 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,068 Sq Ft

      44227 Beaver Creek Dr, California, MD 20619

      44227 Beaver Creek Dr, California, MD 20619
  • /20

    $294,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,328 Sq Ft

    44668 Scarlet Oak Ct, California, MD 20619

    Location, location, location!! Charming townhome in the desirable community of Wildewood. Featuring 3 bedrooms and 2.5 baths. The main level has Luxury Vinyl Plank flooring throughout, kitchen, separate dining room and family room with a cozy wood burning fireplace. The upper level has a primary bath with a walk-in closet and attached full bath. Two additional bedrooms and a full bath. In the

    Christy Mausen CENTURY 21 New Millennium

    44668 Scarlet Oak Ct, California, MD 20619
  • /55

    $800,000 Sold Jul 31, 2025

    • 2,232 Sq Ft
    • $358/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1974

    24611 Greenview Dr, Hollywood, MD 20636

    Waterfront Escape on Cuckold Creek – 4 Bed, 2.5 Bath on 1.03 Acres in Hollywood, MDTucked away on a quiet peninsula along Cuckold Creek, this 2,232 sq ft 4-bedroom, 2.5-bath waterfront retreat offers the perfect blend of tranquility, functionality, and outdoor living—set on 1.03 acres with your own private pier w/ synthetic decking, sandy shoreline, and incredible sunset

    Mark Frisco CENTURY 21 New Millennium

    24611 Greenview Dr, Hollywood, MD 20636
    • /32

      Est $368,080 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,068 Sq Ft

      44570 River Otter Dr, California, MD 20619

      44570 River Otter Dr, California, MD 20619
  • /36

    $350,000

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

    44939 Clarks Mill Rd, Hollywood, MD 20636

    Discover the potential of 44939 Clarkes Mill Rd, an exceptional investment opportunity in the picturesque rural corridor of St. Mary's County. This house boasts an open layout with over 3000 square ft and endless opportunity ready for your custom design and vision. Surrounded by serene landscapes on a spacious 5.66 acre gently sloping lot, this site offers the perfect blend of tranquility and

    Luke Pahel The Southside Group Real Estate

    44939 Clarks Mill Rd, Hollywood, MD 20636
  • /72

    $449,900 Sold Jul 31, 2025

    • 2,379 Sq Ft
    • $189/SF
    • 12 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2022

    41554 Briarwood Cir, Leonardtown, MD 20650

    Location is key.... Not just in Leonardtown, but in the community itself. Through every window of the rear of this house is the picturesque setting of the wooded tree line and abundant privacy, not often found in Townhome living. This home is tucked back from main road on an open green in front and woods in the rear. Upgrades to this home from original build include: Premium COREtec Pro Plus

    Wayne & Christine Floyd RE/MAX Realty Group

    41554 Briarwood Cir, Leonardtown, MD 20650
    • /33

      Est $367,019 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,068 Sq Ft

      44321 Ocelot Way, California, MD 20619

      44321 Ocelot Way, California, MD 20619
  • /43

    $385,000

    • 4 Beds
    • 3.5 Baths
    • 2,165 Sq Ft

    43640 Winterberry Way, California, MD 20619

    Nestled in the highly desirable Evergreen Park section of Wildwood, this 4-bedroom, 3.5-bath townhome is the perfect blend of comfort, convenience, and community charm. From the moment you step inside, you’re greeted with a bright and open foyer. On the entry level, you’ll find a thoughtfully designed large walkout bedroom with its own full bath, walk-in closet, and private sliding glass door

    Diana Washabaugh CENTURY 21 New Millennium

    43640 Winterberry Way, California, MD 20619
  • /29

    $387,000 Sold Jul 31, 2025

    • 2,165 Sq Ft
    • $179/SF
    • 3 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2019

    22958 Mountain Laurel Ln, California, MD 20619

    Welcome to 22958 Mountain Laurel Ln — the perfect place for your family to grow and thrive! This spacious 3-bedroom, 3.5-bath townhome offers over three levels of beautifully designed living space. Every bedroom has its own dedicated bath! The heart of the home is the gourmet kitchen with a gas cooktop, double wall ovens, and a large island where homework, snacks, and family dinners all come

    Michelle Camaioni RE/MAX One

    22958 Mountain Laurel Ln, California, MD 20619
    • /49

      Est $342,171 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,176 Sq Ft

      44342 Forest Landing Rd, Hollywood, MD 20636

      44342 Forest Landing Rd, Hollywood, MD 20636
  • /49

    $459,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,104 Sq Ft

    43915 Honeysuckle Way, California, MD 20619

    Beautiful Single family home with 2-car garage in the charming Sycamore Hollow section of Wildewood! Step inside to a classic colonial floor plan with living room and dining room plus separate (large!) family room with gas fireplace open to kitchen with breakfast nook. Kitchen features gas cooking, upgraded stainless steel appliances, and large breakfast bar. Family room leads out to a great

    Christina Fischer Coldwell Banker Jay Lilly Real Estate

    43915 Honeysuckle Way, California, MD 20619
  • /41

    $479,900 Sold Jul 31, 2025

    • 2,330 Sq Ft
    • $206/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2006

    41997 Loker Ct, Leonardtown, MD 20650

    Boast in the benefit of this cul-de-sac home on the outskirts of town that backs to a farm but with the closeness and convenience of being so close to area schools, restaurants, stores, and hospital. This home is ready for you to make it your own. The backyard privacy with deck and patio are great for enjoying the nature sounds. Large shed to keep the tools needed to keep the beautiful lawn

    Jimmy Hayden RE/MAX Realty Group

    41997 Loker Ct, Leonardtown, MD 20650
    • /52

      Est $371,701 Not Listed For Sale

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

      44241 Beaver Creek Dr, California, MD 20619

      44241 Beaver Creek Dr, California, MD 20619
  • /36

    $439,000

    • 3 Beds
    • 2 Baths
    • 1,523 Sq Ft

    23125 Winterberry Ln, California, MD 20619

    Charming Corner-Lot Gem in Wildewood with Modern Upgrades! Step into comfort and convenience with this beautifully maintained home nestled on a spacious corner lot. Featuring a 2-car garage and paved driveway, this property offers curb appeal and functionality from the moment you arrive. Recent Updates Include a New roof (2024),New HVAC system (2024) and Newer gas on-demand hot water tankless

    Jan Kleponis O'Brien Realty ERA Powered

    23125 Winterberry Ln, California, MD 20619
  • /75

    $566,000 Sold Jul 31, 2025

    • 2,988 Sq Ft
    • $189/SF
    • 10 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2014

    45214 Woodhaven Dr, California, MD 20619

    Step into the lifestyle you’ve been dreaming of in this stunning home, perfectly situated in the highly sought-after community of Myrtle Point.Move-in ready and competitively priced, this home checks all the boxes—you’ve found the one!They say the kitchen is the heart of the home, and this one delivers with an expansive island that’s ideal for entertaining, gathering with loved ones,

    Jessica Raley CENTURY 21 New Millennium

    45214 Woodhaven Dr, California, MD 20619
    • /39

      Est $606,503 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,993 Sq Ft

      41419 Whimsical Ct, Leonardtown, MD 20650

      41419 Whimsical Ct, Leonardtown, MD 20650
  • /34

    $489,990 Open Sat 12PM - 5PM

    • 5 Beds
    • 4.5 Baths
    • 3,455 Sq Ft

    44018 Bellflower Way, California, MD 20619

    Price Reduction! Motivated Seller! Welcome to a wonderfully updated and maintained 5-bedroom, 4.5-bathroom colonial home in the highly sought-after Dahlia Park of Wildewood community. This spacious oasis has been restored to new-like condition with new paint and carpet throughout, new bathroom updates on all four levels of living. The main level features a open-concept layout (no doors) which

    Christina Proctor HomeSmart

    44018 Bellflower Way, California, MD 20619
  • /48

    $699,900 Sold Jul 30, 2025

    • 4,107 Sq Ft
    • $170/SF
    • 35 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2004

    23283 Nicholson St, Hollywood, MD 20636

    Exceptional 5-Bedroom Retreat in Desirable Forrest FarmsWelcome to this 5-bedroom, 3.5-bathroom home located in the heart of Forrest Farms—one of St. Mary’s County’s most sought-after neighborhoods. Perfectly blending comfort, and functionality, this home is designed for modern living and effortless entertaining all on 2.3 acres. Step inside to find a beautifully updated kitchen

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    23283 Nicholson St, Hollywood, MD 20636
    • /30

      Est $732,141 Not Listed For Sale

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

      23024 Thornbury Dr, Hollywood, MD 20636

      23024 Thornbury Dr, Hollywood, MD 20636
  • /35

    $489,990 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,553 Sq Ft

    44014 Silverwood Ln, California, MD 20619

    Welcome to 44014 Silverwood Lane, a stunning Colonial home nestled in the highly sought-after Wildewood community. This exquisite property boasts four spacious bedrooms, two and a half well-appointed bathrooms, and a suite of modern amenities that blend seamlessly with its timeless architectural charm.As you approach the residence, you are greeted by the inviting ambiance of the covered front

    Shelia Kuhfahl CENTURY 21 New Millennium

    44014 Silverwood Ln, California, MD 20619
  • /20

    $206,500 Sold Jul 28, 2025

    • 1,216 Sq Ft
    • $170/SF
    • 12 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1995

    23140 Cobblestone Ln Unit 109, California, MD 20619

    RARE GROUND FLOOR UNIT WITH PATIO/EXTERIOR ACCESS! Welcome to carefree living in The Villages at Wildewood, a vibrant 55+ community offering comfort, convenience, and exceptional amenities. This beautifully maintained 2-bedroom, 2-bath condo spans 1,216 square feet and provides the perfect blend of space and simplicity.Inside, you'll enjoy a bright and open layout designed for easy

    Mark Frisco CENTURY 21 New Millennium

    23140 Cobblestone Ln Unit 109, California, MD 20619
    • /69

      Est $1,648,373 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 5,548 Sq Ft

      24278 Half Pone Point Rd, Hollywood, MD 20636

      24278 Half Pone Point Rd, Hollywood, MD 20636
  • /51

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 3,118 Sq Ft

    23185 Piney Wood Cir, California, MD 20619

    Beautifully Updated Colonial on One Acre in WildwoodThis stunning colonial home sits on a spacious one-acre lot in Wildwood and features numerous high-end updates throughout. The heart of the home is the beautifully remodeled kitchen (2022), showcasing new cabinetry, granite countertops, and stainless steel appliances—perfect for both everyday living and entertaining.The main

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    23185 Piney Wood Cir, California, MD 20619
  • /43

    $323,000 Sold Jul 25, 2025

    • 1,850 Sq Ft
    • $175/SF
    • 3 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1981

    23317 Red Oak Ct, California, MD 20619

    DON'T MISS OUT on this well-kept end-unit 3 BR/3.5 BA townhome in sought-after Wildewood community. Minutes from PAX river NAS, shopping, restaurants, parks, and dining & entertaining in Solomons. Tucked back on quiet cul-de-sac, home invites you in with hardwood flooring on main level, and features open flow with fireplace and deck to relax, cook out, and enjoy property backing to woods.

    Sarah MacMillan CENTURY 21 New Millennium

    23317 Red Oak Ct, California, MD 20619
    • /28

      Est $479,734 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,020 Sq Ft

      23107 Poppy Way, California, MD 20619

      23107 Poppy Way, California, MD 20619
  • /3

    $299,999

    • 2 Beds
    • 1 Bath
    • 1,096 Sq Ft

    24992 Sotterley Rd, Hollywood, MD 20636

    Welcome to your charming retreat in the heart of Hollywood, MD! This delightful property features a cozy front porch that invites you to unwind and enjoy the serene surroundings. Nestled on over an acre of lush, level land, this home provides a picturesque view of nature's beauty. Imagine sipping your morning coffee while deer occasionally grace the yard with their presence. The tranquility and

    Ron Lord Home Towne Real Estate

    24992 Sotterley Rd, Hollywood, MD 20636
  • /47

    $549,000 Sold Jul 25, 2025

    • 2,738 Sq Ft
    • $201/SF
    • 4 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2019

    43889 Tallwood Rd, California, MD 20619

    Welcome to 43889 Tallwood Rd, an exceptional home located in Leyland Park, the newest Stanley Martin neighborhood within the desirable Wildewood community in California, MD. Built in 2019, this beautifully maintained one-owner property offers the perfect blend of modern features, thoughtful design, and outdoor enjoyment. This spacious, ranch-style home offers single-level living with an added

    Bill Oosterink CENTURY 21 New Millennium

    43889 Tallwood Rd, California, MD 20619
    • /93

      Est $623,296 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,478 Sq Ft

      43535 Abis St, Hollywood, MD 20636

      43535 Abis St, Hollywood, MD 20636
  • /4

    $150,000

    • Land
    • 4.2 Acres
    • $35,714 per Acre

    43245 Joy Ln, Hollywood, MD 20636

    Discover the perfect blend of privacy, convenience, and opportunity with this beautifully wooded 4-acre lot. Tucked away in a peaceful setting, this property offers endless possibilities. Whether you’re looking to build your dream home, explore development potential, or secure a smart investment for the future.The land features a level build site perched on a ridge, providing a stunning

    Michael Fitzgerald, II RE/MAX Closers

    43245 Joy Ln, Hollywood, MD 20636
  • /79

    $600,000 Sold Jul 25, 2025

    • 4,147 Sq Ft
    • $145/SF
    • 20 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1996

    41920 Clover Hill Ct, Hollywood, MD 20636

    Are you ready for country living with NO HOA? Welcome to this peaceful retreat on over 4 acres in a park like setting! Surrounded by mature trees, this exceptional property blends comfort, nature, and convenience. Located in Hollywood but only minutes to Leonardtown and PAX River Naval Air Station! Whether you're looking to unwind, entertain, or enjoy a more self-sustained lifestyle, this home

    Sarah Mulford-Martin EXP Realty, LLC

    41920 Clover Hill Ct, Hollywood, MD 20636

Showing Results 161 - 200, Page 5 of 18

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