13,126

Hollywood, MD Homes

Section Image
  • /46

    $447,400 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,604 Sq Ft

    Lot 88-23676 Dragonfly Ln, Leonardtown, MD 20650

    ***MOVE IN READY***Builder Incentive, Settle in 2025, Receive $6,000 in Builder Credit plus $12,500 in Closing Help OR $6,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company.Unit 88 Madison D2: New Construction: Madison D2 at Meadows at Town Run II 2604 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage Welcome to the Madison D2,

    Laura Bernth RE/MAX One

    Lot 88-23676 Dragonfly Ln, Leonardtown, MD 20650
  • /22

    $1,900 per month

    • 2 Beds
    • 1 Bath
    • 1,498 Sq Ft
    • House for Rent

    42523 Saint Johns Rd, Hollywood, MD 20636

    Looking for a clean, affordable place in Southern Maryland? This newly renovated left unit offers 2 bedrooms, 1 bath, and a bright open layout. The kitchen has new cabinets, granite counters, and brand-new appliances. The bathroom is fully updated too, giving the whole space a fresh, modern feel. The home sits on a peaceful pastured lot, just minutes from PAX and close to the Nuclear Plant,

    Tina Gray EXP Realty, LLC

    42523 Saint Johns Rd, Hollywood, MD 20636
  • /30

    $340,000 Sold Nov 18, 2025

    • 2,022 Sq Ft
    • $168/SF
    • 3 Days On Market
    • 2 Beds
    • 4 Baths
    • Built 2006

    23450 Dahlia Cir, California, MD 20619

    Well maintained and cared after 2 bedroom, 2 full bath and 2 half bath townhome in Wildewood. This house offers two master bedroom suites upstairs each with their own private bathroom, walk-in closet, and sitting area. The Entry level has a half bath and an office/family room that could be used as a third bedroom if needed. Spacious kitchen with pantry which opens to an extended deck. Hardwood

    Derek Tenney Atlantic Southern Realty INC

    23450 Dahlia Cir, California, MD 20619
    • /71

      Est $715,960 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 4,262 Sq Ft

      23287 Crestmar Ln, Leonardtown, MD 20650

      23287 Crestmar Ln, Leonardtown, MD 20650
  • /49

    $445,900 Pending

    • 4 Beds
    • 3.5 Baths

    Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650

    ***Immediate Delivery***Builder Incentive, Settle in 2025, Receive $6,000 in Builder Credit plus $12,500 in Closing Help OR $6,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company.Unit 96 Madison D2: New Construction: Madison D2 at Meadows at Town Run II 2604 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage Welcome to the Madison

    Laura Bernth RE/MAX One

    Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650
  • /30

    $2,300 per month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    26074 Sotterley Heights Rd Unit 1, Hollywood, MD 20636

    Fully Furnished Luxury Apartment. 2BR/2BA Beautifully Appointed. Private setting in lovely Hollywood location. Apartment is over a fully finished 2-car garage on a private estate. 2 Car Garage below apartment is for tenant use. Lawn and Garden care is included. Apartment is completely detached from a private waterfront home on the 3+ acre property. 10 Minutes from NAS Pax River. Shown by

    MaryAnne Crewse O'Brien Realty ERA Powered

    26074 Sotterley Heights Rd Unit 1, Hollywood, MD 20636
  • /66

    $530,000 Sold Nov 18, 2025

    • 1,877 Sq Ft
    • $282/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    26005 Jones Wharf Rd, Hollywood, MD 20636

    Welcome to this beautifully remodeled 3-bedroom, 2-bath rambler, perfectly set on 4.02 acres and tucked back from the road for peace and quiet. With no HOA, you’ll have the freedom to bring your RV, boat, or even your chickens and make the most of this versatile property. Step inside to find upgrades at every turn. The stunning kitchen features custom Amish-built cabinetry, quartz countertops, a

    Jessica Abad CENTURY 21 New Millennium

    26005 Jones Wharf Rd, Hollywood, MD 20636
    • /30

      Est $367,448 Not Listed For Sale

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

      23200 Ambrosia Ln, California, MD 20619

      23200 Ambrosia Ln, California, MD 20619
  • /38

    $489,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,169 Sq Ft

    23175 Whistlewood Ln, California, MD 20619

    Details coming soon — you won’t want to miss this beautiful home!

    Rich Thomas Redfin Corp

    23175 Whistlewood Ln, California, MD 20619
  • /18

    $2,500 per month

    • 3 Beds
    • 3.5 Baths
    • 1,690 Sq Ft
    • Townhouse for Rent

    23171 Ambrosia Ln, California, MD 20619

    Nestled in the serene community of Evergreen Park at Wildewood, this exquisite end-of-row townhouse offers a luxurious lifestyle that seamlessly blends comfort and elegance. This Colonial-style residence boasts modern amenities and thoughtful design, making it the perfect retreat for those seeking a refined living experience. Step inside to discover a fully finished basement that provides the

    Jay Camp Coldwell Banker Premier

    23171 Ambrosia Ln, California, MD 20619
  • /57

    $629,000 Sold Nov 18, 2025

    • 3,404 Sq Ft
    • $185/SF
    • 7 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2005

    22305 Hanover Dr, Leonardtown, MD 20650

    Welcome to your ideal home in the sought-after Hanover at Breton Bay! This beautiful, spacious home shines with thoughtful design, featuring hardwood floors that flow through a bright, open-concept layout and a striking two-story foyer. The well-appointed kitchen is a cook’s dream, with ample cabinetry, generous countertops, a spacious center island, and a cozy breakfast nook, effortlessly

    Tracey Summers CENTURY 21 New Millennium

    22305 Hanover Dr, Leonardtown, MD 20650
    • /57

      Est $296,317 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,204 Sq Ft

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

      23570 F D R Blvd Unit 105, California, MD 20619
  • /29

    $540,000

    • 4 Beds
    • 3.5 Baths
    • 3,413 Sq Ft

    43998 Swift Fox Dr, California, MD 20619

    Welcome to 43998 Swift Fox Dr—an inviting three-story home featuring four bedrooms, three full baths, and a convenient half bath. The heart of the home is the spacious kitchen, complete with rich wood cabinetry, granite countertops, and stainless steel appliances. It opens to a bright, airy living area that’s perfect for entertaining or unwinding after a long day. Upstairs, the primary suite

    John Ippolito Redfin Corp

    43998 Swift Fox Dr, California, MD 20619
  • /34

    $3,200 per month

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

    24421 Broad Creek Dr, Hollywood, MD 20636

    Discover the charm of this beautiful Colonial-style home nestled in the sought-after Broad Creek community of Hollywood, Maryland. This spacious 4-bedroom, 2.5-bath residence offers the perfect blend of comfort, functionality, and modern living. Step inside to find a bright and welcoming living area centered around a cozy fireplace. Ideal for relaxing evenings or entertaining guests. The

    Jon Nicholls VYBE Realty

    24421 Broad Creek Dr, Hollywood, MD 20636
  • /45

    $639,000 Sold Nov 17, 2025

    • 4,738 Sq Ft
    • $135/SF
    • 96 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2008

    23534 Belmar Dr, Leonardtown, MD 20650

    **Back on the market after buyer failed to perform.** **Price reduced and now below recent appraised value**, 23534 Belmar Drive is your opportunity to own a beautifully maintained, move-in-ready home in the sought-after Leonard’s Grant community of Leonardtown. With over 5,000 sq ft of finished living space, this impressive residence offers 5 spacious bedrooms, 3.5 baths, and an ideal layout for

    Bill Oosterink CENTURY 21 New Millennium

    23534 Belmar Dr, Leonardtown, MD 20650
    • /30

      Est $380,607 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft

      23226 Woodland Acres Rd, California, MD 20619

      23226 Woodland Acres Rd, California, MD 20619
  • /44

    $449,900 New Construction

    • 4 Beds
    • 3.5 Baths

    Lot 105- 23689 Dragonfly Ln, Leonardtown, MD 20650

    ***Immediate Delivery***Builder Incentive, BE HOME IN TIME FOR THE HOLIDAYS, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Builder to honor promotional pricing for contracts that close by 12/31/25. Unit 105 Madison D2: Photos Coming Soon New Construction: Madison D2 at

    Laura Bernth RE/MAX One

    Lot 105- 23689 Dragonfly Ln, Leonardtown, MD 20650
  • /40

    $2,350 per month

    • 3 Beds
    • 3.5 Baths
    • 1,690 Sq Ft
    • Townhouse for Rent

    23177 Ambrosia Ln, California, MD 20619

    Wildewood townhome with three finished levels. One-car garage. The upper level has a primary suite, and a second bedroom as large as the primary bedroom, with full bath in the hallway. The second floor features a spacious living area, kitchen, dining area, and balcony. Ground level features a 3rd bedroom/study with full bath, laundry, and access to the garage. Plenty of natural light and great

    Brooke Matthews RE/MAX One

    23177 Ambrosia Ln, California, MD 20619
  • /59

    $1,000,000 Sold Nov 17, 2025

    • 3,014 Sq Ft
    • $332/SF
    • 157 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2001

    41998 Pleasant Valley Ct, Hollywood, MD 20636

    This stunning and beautifully maintained Rambler sits on 17 picturesque acres, offering a rare opportunity for those seeking space, serenity, and unlimited potential. Whether you're envisioning a small vineyard, an events or wedding venue, a horse farm, farmette, or a thriving home-based business, this property is ready to accommodate your vision. The home features a well-designed floorplan, an

    Deanna Havenner CENTURY 21 New Millennium

    41998 Pleasant Valley Ct, Hollywood, MD 20636
    • /33

      Est $374,889 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,080 Sq Ft

      43531 Wild Iris St, California, MD 20619

      43531 Wild Iris St, California, MD 20619
  • /49

    $449,900 New Construction

    • 4 Beds
    • 3.5 Baths

    Lot 95-23718 Dragonfly Ln, Leonardtown, MD 20650

    ***Immediate Delivery***Builder Incentive, BE HOME IN TIME FOR THE HOLIDAYS, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. (Must Settle In 2025!) Unit 95 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes!

    Laura Bernth RE/MAX One

    Lot 95-23718 Dragonfly Ln, Leonardtown, MD 20650
  • /20

    $2,100 per month

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

    41166 Glenwood Place, Mechanicsville, MD 20659

    **Now Accepting Housing Vouchers** Welcome to 41166 Glenwood Place in the desirable Coombs Oaks community of Mechanicsville. This beautifully maintained 2-bedroom, 1-bath , detached, accessory dwelling unit offers comfortable living on a spacious property surrounded by well-kept homes built in the early 2000s. The home features an efficient 800 sq ft layout with a bright open-concept living area,

    Jonathan Powell Real Broker, LLC

    41166 Glenwood Place, Mechanicsville, MD 20659
  • /35

    $434,500 Sold Nov 14, 2025

    • 2,432 Sq Ft
    • $179/SF
    • 5 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2020

    23776 Myrtle Glen Way, California, MD 20619

    Welcome to the Entertainer’s Kitchen where you can unleash your inner chef in the spacious, open-concept kitchen, complete with a 14‐foot center island, granite countertops, loads of cabinetry, and stainless steel appliances. A built-in wine bar / butler’s pantry adds a touch of elegance and utility. Inviting Living Spaces From the main-level living and dining rooms — bathed in natural light — to

    Lisa Riggleman RE/MAX One

    23776 Myrtle Glen Way, California, MD 20619
    • /57

      Est $322,996 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,470 Sq Ft

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

      23570 F D R Blvd Unit 208, California, MD 20619
  • /20

    $249,000

    • Land
    • 1 Acre
    • $249,000 per Acre

    25895 Point Lookout Rd, Leonardtown, MD 20650

    Position your business for success with this 1.00-acre commercial lot in Leonardtown, MD, zoned Commercial Highway (C-H). Located next to PNC Bank and across from a storage facility, this property boasts great visibility and easy access, making it ideal for a variety of commercial uses.Zoning allows for flexible development options such as: Retail and Business Establishments

    Krista Depenthal Lands2Love

    25895 Point Lookout Rd, Leonardtown, MD 20650
  • /34

    $2,950 per month

    • 4 Beds
    • 3 Baths
    • 1,745 Sq Ft
    • House for Rent

    24680 Morgan Rd, Hollywood, MD 20636

    Charming Country Retreat in Hollywood, MD – 4 Bed, 3 Bath Home on Spacious Lot Welcome to 24680 Morgan Rd, a beautifully maintained rental nestled in the heart of Hollywood, Maryland. This charming 4-bedroom, 3-bathroom home offers the perfect blend of comfort, space, and rural tranquility—all within a short drive to local schools, shopping, and the Patuxent River Naval Air Station. Step inside

    Tina Gray EXP Realty, LLC

    24680 Morgan Rd, Hollywood, MD 20636
  • /49

    $448,000 Sold Nov 14, 2025

    • 2,104 Sq Ft
    • $213/SF
    • 41 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2002

    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 Premier

    43915 Honeysuckle Way, California, MD 20619
    • /24

      Est $383,645 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,080 Sq Ft

      43564 Wild Iris St, California, MD 20619

      43564 Wild Iris St, California, MD 20619
  • /53

    $645,900

    • 4 Beds
    • 3.5 Baths
    • 3,736 Sq Ft

    23581 Gallent Fox Way, Leonardtown, MD 20650

    Welcome to 23581 Gallent Fox Way, a beautifully maintained and thoughtfully upgraded home nestled in the heart of highly desirable Leonard’s Grant. Situated in one of Leonardtown’s most sought-after communities, this 4-bedroom, 3.5-bath 3,933 sq ft residence combines comfort, convenience, and a true sense of community living. Perfectly positioned directly across from the community pool and

    Laura Bernth RE/MAX One

    23581 Gallent Fox Way, Leonardtown, MD 20650
  • /11

    $2,050 per month

    • 3 Beds
    • 2 Baths
    • 1,696 Sq Ft
    • House for Rent

    44264 Poplar Wood Dr, California, MD 20619

    Spotless Cape Cod in Hickory Nut Section of Wildewood. 3 bedrooms, 2 baths. Trovertine floors in kitchen, no pets

    Larry Brown Franzen Realtors, Inc.

    44264 Poplar Wood Dr, California, MD 20619
  • /15

    $475,000 Sold Nov 14, 2025

    • 2,230 Sq Ft
    • $213/SF
    • 47 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2006

    41650 Matthew Ct, Leonardtown, MD 20650

    This home features 4 spacious Bedrooms, an open Kitchen & great room w/built-in TV Niche over the gas Fireplace. There is a full basement w/rough-in. A Walk-in jetted tub and electric stair chair have been added. The property has a large, level fenced back yard with raised garden beds and is at the end of a cul-de-sac! The back deck provides space for cooking out and private entertaining. Located

    Paula Turner Pax River Realty LLC

    41650 Matthew Ct, Leonardtown, MD 20650
    • /69

      Est $638,601 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,736 Sq Ft

      23567 Pine Bluff Way, Leonardtown, MD 20650

      23567 Pine Bluff Way, Leonardtown, MD 20650
  • /79

    $639,000

    • 5 Beds
    • 3.5 Baths
    • 4,500 Sq Ft

    41430 Challedon Way, Leonardtown, MD 20650

    Welcome to this spacious 5-bedroom, 3.5-bath home nestled on a beautiful corner lot in sought-after Leonard’s Grant. From the inviting covered porch to the thoughtfully designed open floor plan, this home offers both comfort and functionality.The gourmet kitchen seamlessly flows into the great room—perfect for entertaining. Step out onto the private patio just off the kitchen and savor your

    Heather Foster RE/MAX One

    41430 Challedon Way, Leonardtown, MD 20650
  • /2

    $1,850 per month

    • 3 Beds
    • 2.5 Baths
    • 1,878 Sq Ft
    • House for Rent

    25453 Allston Ln, Hollywood, MD 20636

    comfortable split foyer on corner lot

    Larry Brown Franzen Realtors, Inc.

    25453 Allston Ln, Hollywood, MD 20636
  • /3

    $80,000 Sold Nov 12, 2025

    • Land
    • 1 Acre
    • $80,000 per Acre
    • 202 Days On Market

    26181 S Sandgates Rd, Mechanicsville, MD 20659

    Discover the perfect opportunity to build your dream home on this 1-acre buildable lot at 26181 S Sandsgate Rd, Mechanicsville, MD. This flat, 90% cleared lot comes with recorded percs and an existing driveway, making it ready for immediate development. Enjoy the privacy and freedom of a spacious property while still being conveniently located near local amenities. Don’t miss out on this prime

    Billy Rabbitt The Southside Group Real Estate

    26181 S Sandgates Rd, Mechanicsville, MD 20659
    • /27

      Est $364,919 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,584 Sq Ft

      44178 Honeysuckle Ln, California, MD 20619

      44178 Honeysuckle Ln, California, MD 20619
  • /41

    $414,900

    • 3 Beds
    • 4 Baths
    • 2,148 Sq Ft

    23459 Sugar Pine Ln, California, MD 20619

    Pristinely maintained and move-in ready 3BR/2-full, 2-half BA Townhome with an attached two car garage, located in the desirable community of Wildwood. This home offers three floors of living space beginning with the entry level featuring access to the garage, a half bath, a spacious family room, and a sliding door to a covered patio. Throughout the home you will find recessed lighting, high

    Adriana Castro VYBE Realty

    23459 Sugar Pine Ln, California, MD 20619
  • /26

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 2,340 Sq Ft
    • House for Rent

    44075 Louisdale Rd, California, MD 20619

    Nestled in the charming community of Saint Andrews ES, this delightful residential lease offers a perfect blend of comfort and convenience. Set on a generous 0.61-acre lot, this property boasts a level landscape that backs to serene trees, providing a peaceful retreat right in your backyard. The ranch-style architecture, complemented by a classic brick exterior, exudes warmth and timeless appeal.

    Jay Camp Coldwell Banker Premier

    44075 Louisdale Rd, California, MD 20619
  • /16

    $330,000 Sold Nov 07, 2025

    • 960 Sq Ft
    • $344/SF
    • 25 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1990

    26914 Bartlett St, Mechanicsville, MD 20659

    This adorable 3 bedroom 1 bath home offers the perfect blend of coastal living and modern convenience, just steps away from beloved local seafood spots like Seabreeze and with easy boat access right down the street. Completely renovated within the last two years, this home has been kept in pristine shape. Featuring a reliable 7 year old roof with brand new gutters with gutter guards installed

    Heather Cooksey RE/MAX One

    26914 Bartlett St, Mechanicsville, MD 20659
    • /72

      Est $705,552 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 4,106 Sq Ft

      43454 Greg St, Hollywood, MD 20636

      43454 Greg St, Hollywood, MD 20636

Showing Results 41 - 80, Page 2 of 18

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