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Hollywood, MD Homes for Sale

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  • /37

    $495,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,528 Sq Ft

    41900 Nazareth Ct, Leonardtown, MD 20650

    Welcome to the Academy Hills of Leonardtown. Just minutes from historic downtown Leonardtown, this impeccably maintained Colonial blends timeless charm with modern upgrades. The main level features a traditional floor plan, recent upgrades including stainless steel appliances—highlighted by a brand-new refrigerator, oven, and microwave—plenty of cabinet space, a formal dining room, and a

    Marizel Brewington RE/MAX One

    41900 Nazareth Ct, Leonardtown, MD 20650
  • /28

    $465,000

    • 4 Beds
    • 3.5 Baths
    • 3,040 Sq Ft

    23117 Pansy Way, California, MD 20619

    Beautiful 4 Bedroom, 3.5 Bath Colonial located in the highly sought-after Primrose Park community of Wildewood! Energy-conscious buyers will love the owned 14kw solar panel systgem, helping to keep utility costs low. This home offers an open and functional layout. The main level features an eat-in kitchen, a spacious living room with a fireplace, a separate dining area, and a convenient half

    DJ Brady EXP Realty, LLC

    23117 Pansy Way, California, MD 20619
  • /43

    $335,000

    • 2 Beds
    • 1.5 Baths
    • 1,698 Sq Ft

    43761 Winterberry Way, California, MD 20619

    Welcome to Evergreen Park at Wildwood! This like new unit shows like a model. Original owner, you can't miss the pride in ownership. LVP flooring, & 9' ceilings throughout your main living area. Quartz countertops, upgraded gray cabinetry, and black appliances highlight the kitchen. Custom trek/vinyl sun deck. The lower level is currently used as the most awesome man cave, but would also

    Michael Gray CENTURY 21 New Millennium

    43761 Winterberry Way, California, MD 20619
  • /42

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    26413 Hillendale Rd, Hollywood, MD 20636

    "Pride of Ownership" really shows in this Charming ,nicely landscaped, remodeled , energy efficient home with many recent modern upgrades! Don't miss this beautifully updated 3-bedroom, 2-full bath home featuring a brand-new roof, new heat pump, duct work, insulation, crawl space has new gravel and vapor barrier, fresh paint and stylish new vinyl plank flooring throughout. The spacious kitchen

    William Fitzgerald Fitzgerald Realty & Auctioneers

    26413 Hillendale Rd, Hollywood, MD 20636
  • /33

    $635,000

    • 4 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    23037 Town Run Dr, Leonardtown, MD 20650

    Modern Comfort in The Meadows at Town RunWelcome to your dream home in the highly sought-after Meadows at Town Run community! This stunning 4-bedroom, 2.5-bathroom home offers the perfect blend of modern design, spacious living, and luxury finishes — all just minutes from downtown Leonardtown.Built just a year and a half ago, this home features an open-concept layout ideal for

    Linda Whiting Real Broker, LLC

    23037 Town Run Dr, Leonardtown, MD 20650
  • /10

    $229,000

    • 2 Beds
    • 1.5 Baths
    • 936 Sq Ft

    23311 Sugar Maple Ct, California, MD 20619

    This conveniently located 2 bedroom 1.5 bathroom condo has been recently renovated to include new flooring throughout. With upgraded lighting, breakfast bar, granite countertops, and stainless steel appliances, the kitchen is open concept and opens into the living area. There is an updated and tiled full hall bathroom with a laundry room with included washer and dryer. The master bedroom has a

    brandy Sutor EXP Realty, LLC

    23311 Sugar Maple Ct, California, MD 20619
  • /18

    $349,999

    • 3 Beds
    • 2 Baths
    • 1,104 Sq Ft

    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
  • /27

    $399,999

    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    24675 Blackistone Rd, Hollywood, MD 20636

    FABULOUS ONE LEVEL***3 BEDROOM***2 BATH RAMBLER***LARGE EAT-IN KITCHEN***HARDWOOD FLOORS***2 CAR DETACHED GARAGE***WORKSHOP***1 CAR CARPORT***GENERATOR***METICULOUSLY MAINTAINED LAWN***PANTRY***HEAT PUMP WITH OIL BACK UP***FRONT DOOR RAMP***HUGE PAVED DRIVEWAY***DRIVEWAY HAS ROOM FOR 8-10 CARS***KEEP THIS ONE ON THE RADAR***WON'T LAST LONG!!

    Candide Rayle CENTURY 21 New Millennium

    24675 Blackistone Rd, Hollywood, MD 20636
  • /24

    $230,000

    • 2 Beds
    • 1 Bath
    • 812 Sq Ft

    27068 Cape Saint Marys Dr, Mechanicsville, MD 20659

    You will love this 2 bedroom rambler with seasonal views of the Patuxent River! Live near waterfront dining at Sandgates Inn and Seabreeze restaurants! This home is located in the area of Saint Marys Beach! The fenced in backyard is one of the highlights here! Current owners love watching fireworks from their own backyard during the fourth of July and other celebratory occasions. This is a

    April Caldwell Samson Properties

    27068 Cape Saint Marys Dr, Mechanicsville, MD 20659
  • /33

    $234,990

    • 3 Beds
    • 2 Baths
    • 2,020 Sq Ft

    42264 Ridge Rd, Mechanicsville, MD 20659

    Investor alert! Great fix and flip! 4 bedroom (possibly 5) 2 bath SFH with detached garage and a guest house with 2 rooms, nice sized lot. Property sold AS-IS, CASH or HARD MONEY LOAN.

    Heidi Heiderman Coldwell Banker Realty

    42264 Ridge Rd, Mechanicsville, MD 20659
  • /67

    $480,000

    • 4 Beds
    • 3.5 Baths
    • 2,436 Sq Ft

    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
  • /67

    $739,900

    • 4 Beds
    • 4 Baths
    • 4,829 Sq Ft

    41535 Fairwood Ct, Leonardtown, MD 20650

    Stunning 4 Bed / 4 Bath Ranch Rambler in Sought-After Clark’s Rest CommunityWelcome to your dream home! Nestled in the highly desirable Clark’s Rest community, this stunning 4-bedroom, 4-bath Ranch Rambler is only one year old and loaded with upgrades with exceptional curb appeal and luxurious features throughout, this is a rare find that won’t last long. This modern home blends comfort,

    Ms. Stephanie M Lee EXP Realty, LLC

    41535 Fairwood Ct, Leonardtown, MD 20650
  • /79

    $650,000

    • 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
  • /59

    $640,000

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

    23264 Lindsay Dr, Leonardtown, MD 20650

    Main Level living at its finest in the heart of Leonardtown! Customized Lusby model built in 2020 situated on a spacious corner lot in the highly desirable Clarks Rest Community. This home has the builders 2-10 home warranty which transfers to the new homeowner. VA assumable loan available (to veteran only) at 2.75%. This exquisite home boasts an open floorplan that flows effortlessly. The

    Wayne & Christine Floyd RE/MAX Realty Group

    23264 Lindsay Dr, Leonardtown, MD 20650
  • /4

    $799,000

    • Land
    • 4.70 Acres
    • $170,000 per Acre

    0 Cottonwood Pkwy, Wildewood, MD 20619

    Elevate your investment portfolio with the remarkable opportunity presented by Cottonwood Parkway Outparcel C in the esteemed Wildewood Technology Park, California, MD. This prime plot, meticulously zoned for Office Business Park, offers an unparalleled canvas for visionary investors seeking to shape the commercial landscape. Positioned to cater to the evolving demands of office space in the

    Thomas McKay Berkshire Hathaway HomeServices PenFed Realty

    0 Cottonwood Pkwy, Wildewood, MD 20619
  • /52

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,278 Sq Ft

    44721 Emma Ln, Hollywood, MD 20636

    Huge price adjustment!!! Welcome to this charming brick rambler nestled in the heart of Hollywood, MD. Situated on a spacious 1-acre lot, this 4-bedroom, 2.5-bathroom home offers a perfect blend of comfort and functionality. This beautiful renovated home offers fresh paint, flooring, kitchen cabinets, appliances, huge refurbished deck, detached 2-story garage, fully finished basement and the list

    Earl Castain EbonAries Realty Group, LLC.

    44721 Emma Ln, Hollywood, MD 20636
  • /50

    $1,005,000

    • 5 Beds
    • 7 Baths
    • 8,640 Sq Ft

    44605 Old Saint Andrews Church Rd, California, MD 20619

    Endless Possibilities on 20+ Private Acres in the Heart of California, MD!Discover a unique opportunity with this marvelous estate home set on over 20 secluded acres—offering the perfect blend of privacy and convenience. Located just minutes from PAX River NAS, Solomons Island, shopping, dining, theaters, and more, this property is a rare gem in Southern Maryland.Whether you're

    Conor Loughran CENTURY 21 New Millennium

    44605 Old Saint Andrews Church Rd, California, MD 20619
  • /49

    $499,900

    • 4 Beds
    • 3.5 Baths
    • 3,087 Sq Ft

    22950 Wintergreen Ln, California, MD 20619

    Nestled in the sought-after Wildewood neighborhood, this exquisite 4-bedroom, 3.5-bathroom home at 22950 Wintergreen Ln offers luxury and functionality. Spanning three levels, this residence boasts a finished basement with a stylish bar, billiard room, media area, full bathroom, and convenient walk-out access—perfect for entertaining or relaxation.The main floor welcomes you with a

    Matthew Burgan Infinitas Realty Group

    22950 Wintergreen Ln, California, MD 20619
  • /81

    $1,775,000 Open Sun 1PM - 3PM

    • 6 Beds
    • 5.5 Baths
    • 6,646 Sq Ft

    45216 Clarkes Landing Rd, Hollywood, MD 20636

    VERY PRIVATE POINT of land with all-brick sprawling residence was designed to take full advantage of the waterfront lifestyle at this unique site. Cuckold Creek is highly sought after for boating and watersports, depth of water, surrounding value. This point has a unique private beach, a deep water private pier, and a beautiful elevation. Catch your own blue crabs at the pier and have summer

    Chris McNelis Berkshire Hathaway HomeServices PenFed Realty

    45216 Clarkes Landing Rd, Hollywood, MD 20636
  • /59

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 3,014 Sq Ft

    41998 Pleasant Valley Ct, Hollywood, MD 20636

    This exceptional one-level rambler sits on 17 acres of peaceful, picturesque land, offering a rare blend of upscale living and rural charm. From the moment you arrive, you'll appreciate the serenity of the surroundings complete with scenic pond views, a circular paved driveway, and ample space for both leisure and purpose. Step inside to find an open-concept layout designed for both comfort and

    Deanna Havenner CENTURY 21 New Millennium

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

    $324,000

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

    42190 Ridge Rd, Mechanicsville, MD 20659

    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 also a laundry room with storage space. The shed has electric and plenty of parking in the driveway.

    Trish Wallmark RE/MAX One

    42190 Ridge Rd, Mechanicsville, MD 20659
  • /30

    $634,999

    • 5 Beds
    • 3.5 Baths
    • 3,907 Sq Ft

    41430 Whimsical Ct, Leonardtown, MD 20650

    Price Improvement!!!! This home is a MUST SEE!!!!Spacious 5-Bedroom Colonial with Coveted First-Floor Suite & Finished Basement Welcome to this beautifully maintained 5-bedroom 3.5-bath Colonial home, ideally situated in one of the area's most sought-after communities. With classic curb appeal, generous living space, and thoughtful updates throughout, this home is perfect for growing families,

    Kristen Quinn Realty Navigator

    41430 Whimsical Ct, Leonardtown, MD 20650
  • /43

    $641,000

    • 5 Beds
    • 3 Baths
    • 3,036 Sq Ft

    23293 Nicholson St, Hollywood, MD 20636

    Welcome to the quiet neighborhood in Forest Farms within Hollywood MD. 23293 Nicholson St is also mapped in the beloved Leonardtown school district. Other local features is the close proximity to the River Naval base. Surrounded by Scenic Forest Farms, this is a prime location with over 2 acres of wooded picturesque view. You have land to make it what you want.Step into this inviting

    Diana Charles Douglas Samson Properties

    23293 Nicholson St, Hollywood, MD 20636
  • /39

    $411,000

    • 4 Beds
    • 4 Baths
    • 2,016 Sq Ft

    43651 Marguerite St, California, MD 20619

    This stunning end-unit townhome boasts an abundance of natural light and offers 4 bedrooms, 2 full baths, 2 half baths, and just had a new roof put on! Meticulously maintained & move-in ready, the home features new carpeting in the bedrooms and stairways, fresh paint, and a new AC unit installed in 2021.The main level includes a versatile 4th bedroom and a convenient half bath. The second

    Rachel Hutton JPAR Real Estate Professionals

    43651 Marguerite St, California, MD 20619
  • /82

    $699,000

    • 4 Beds
    • 4.5 Baths
    • 4,399 Sq Ft

    22951 Cattail Ln, California, MD 20619

    Welcome to 22951 Cattail Ln, a beautifully maintained custom brick home in the sought-after Redwood subdivision of Wildewood. Perfectly situated near top-rated schools, shopping, and PAX River NAS, this home offers a blend of elegance, functionality, and modern updates. Step inside to find grand-scale living with 4 spacious bedrooms and 3 full baths upstairs, plus a flex room and full bath in the

    Charlotte Long EXP Realty, LLC

    22951 Cattail Ln, California, MD 20619
  • /59

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 3,014 Sq Ft

    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
  • /40

    $625,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    45352 Sypher Rd, California, MD 20619

    This adorable waterfront getaway is the perfect spot for you to fully unwind and relax. Located directly along Sam Abell Cove, you'll enjoy peace and serenity while only living a short 5 minute drive from shopping or take a short boat ride to Solomons Island and other locations along the Patuxent River for drinks and dinner. There is also a 99 acre park just down the road. This charming cottage

    Helen Wernecke Berkshire Hathaway HomeServices PenFed Realty

    45352 Sypher Rd, California, MD 20619
  • /78

    $679,900

    • 3 Beds
    • 2 Baths
    • 1,372 Sq Ft

    43088 Island View, Hollywood, MD 20636

    POSSIBLE OWNER FINANCING TO QUALIFIED BUYER - WATERFRONT - PERFECT FOR THE HOT WEATHER AND it is WAITING FOR YOU! Completely Renovated Home - New Roof, New Well, New Windows, New HVAC, New Water Heater, New Attic Insulation, New doors, siding, and gutters, New Kitchen and Appliances with Quartz Countertops, New Bathrooms with porcelain, New paint throughout, refinished hardwood floors, new

    Donna Lacey CENTURY 21 New Millennium

    43088 Island View, Hollywood, MD 20636
  • /13

    $190,000

    • 1 Bed
    • 1 Bath
    • 759 Sq Ft

    23240 Chestnut Oak Ct, California, MD 20619

    This charming lower-level condo is move-in ready with fresh paint, new carpet, a brand-new HVAC system, and updated countertops. The newer appliances add to the modern feel of the home. Enjoy the convenience of easy access to your own private patio, perfect for relaxing or entertaining. The home is bright, airy, and shows like new, offering a fresh, inviting space for its new owner. Unit #1037.

    Cynthia Crispell CENTURY 21 New Millennium

    23240 Chestnut Oak Ct, California, MD 20619
  • /3

    $95,000

    • Land
    • 0.84 Acre
    • $113,095 per Acre

    41815 Chelsey Faye Ln, Leonardtown, MD 20650

    Prime Build-Ready Lot – Bring Your Dream Home to Life!Discover the perfect canvas for your dream home on this beautiful [size] acre lot in [location]! This perc-tested property is ready for construction, offering the flexibility to bring your own builder or partner with Graham & Co Custom Creations to design and build a custom home tailored to your vision.Located in a serene

    Jessica Ascenzo JPAR Real Estate Professionals

    41815 Chelsey Faye Ln, Leonardtown, MD 20650
  • /23

    $265,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    23540 F D R Blvd Unit 405, California, MD 20619

    Reduced price ! Priced to sell! Life can be simple at this well maintained condo. Centrally located in St Marys County, close to Lexington Park, Solomons , and Leonardtown. Shopping is close. Open floorplan with a balcony. Kitchen features granite counters with an expansive breakfast bar. The main bedroom has walk-in closet and full ensuite bath with double vanities and large walk-in shower.

    William Thompson O'Brien Realty ERA Powered

    23540 F D R Blvd Unit 405, California, MD 20619
  • /3

    $90,000

    • Land
    • 1.00 Acre
    • $90,000 per Acre

    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

    William Rabbitt The Southside Group Real Estate

    26181 S Sandgates Rd, Mechanicsville, MD 20659
  • /4

    $165,000

    • Land
    • 1.61 Acres
    • $102,484 per Acre

    44459 Marymax Ln, Hollywood, MD 20636

    Drone photos coming soon! Dreaming of building your perfect home but feeling overwhelmed by the process and permitting delays? This exceptional lot in the heart of Hollywood eliminates the hassle! Fully approved for a building permit, this property is ready for a 2055 sq. ft. rambler on a 2055 sq. ft. basement—no waiting, no guesswork. The development work is complete, the excise tax is paid, and

    Michelle Camaioni RE/MAX Closers

    44459 Marymax Ln, Hollywood, MD 20636
  • /2

    $35,000

    • Land
    • 0.55 Acre
    • $63,636 per Acre

    26379 Fielding Rd, Hollywood, MD 20636

    Perc Approved buildable lot in wateroriented Hollywood Shores Subdivision. Community pool and boat ramp available within subdivision. Preliminary site plan was drawn up by DH Steffens Surveying.Great deal for a nice buildable lot in a great neighborhood with water access!!!!!Tax ID:1906034942

    Bradley Franzen/Retired Franzen Realtors, Inc.

    26379 Fielding Rd, Hollywood, MD 20636
  • /5

    $245,000

    • 2,160 Sq Ft

    23706 Three Notch Rd, Hollywood, MD 20636

    LOWER PRICE! DO NOT ATTEMPT TO ENTER THE HOUSE! Owner is unsure of structural condition. Said home was vandalized and stripped of most everything. It is at best, a Major Rehab. No one is to enter the Property without special permission and having signed a Waiver. If your Client wants to see the interior, it can be arranged after signing Waivers. Anyone entering the home would have had to sign

    Don Wares Long & Foster Real Estate, Inc.

    23706 Three Notch Rd, Hollywood, MD 20636
  • /2

    $45,900

    • Land
    • 0.71 Acre
    • $64,648 per Acre

    25106 Pinto Dr, Hollywood, MD 20636

    DISCOVER THIS .71 ACRE LOT AVAILABLE IN SOUGHT AFTER FENWICK MANOR COMMUNITY WITHIN SAINT MARY'S COUNTY. ZONING RNC. DRIVE BY TODAY TO DETERMINE FOR YOURSELF HOW IT CAN WORK FOR YOUR NEEDS! OWNER FINANCING AVAILABLE.

    Jennifer Drennan Taylor Properties

    25106 Pinto Dr, Hollywood, MD 20636
  • /7

    $200,000

    • Land
    • 2.56 Acres
    • $78,125 per Acre

    26350 Three Notch Rd, Mechanicsville, MD 20659

    **Prime Commercial Opportunity on 2.56 Acres with Excellent Visibility!**This **corner lot** boasts approximately 750 feet of road frontage on busy Route 235 northbound, offering fantastic visibility and accessibility for your business. Zoned **RCL**, this property provides a wide range of commercial possibilities (county verification required), making it a flexible choice for

    Jessica Raley CENTURY 21 New Millennium

    26350 Three Notch Rd, Mechanicsville, MD 20659
  • /6

    $899,000

    • Land
    • 1.29 Acres
    • $696,899 per Acre

    45410 Clarks Mill Rd, Hollywood, MD 20636

    DEEP WATER Don't miss this opportunity on some of the best waterfront you can find in Southern Maryland .Minutes from Solomons Island and the Chesapeake Bay. Close to shopping, restaurants,and entertainment. Build your waterfront oasis here. 4 lots totaling 2.5 acres on Hickory Landing Creek . There is only one address assigned to one of the lots , but the parcels included are parcels

    Steve Lowe United Real Estate HomeSource

    45410 Clarks Mill Rd, Hollywood, MD 20636
  • /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
  • /130

    $1,374,950

    • 3 Beds
    • 3 Baths
    • 3,747 Sq Ft

    24991 Briscoe Rd, Hollywood, MD 20636

    MAJOR PRICE IMPROVEMENT!Experience the epitome of waterfront living at this exceptional property nestled along Spring Cove in the coveted Cuckold Creek of the Patuxent River. Meticulously maintained, this home boasts an extensive bulkhead that frames the shoreline, a wraparound pier, a private covered boat lift, and deep, protected waters, offering unrivaled access for aquatic

    Mark Posey Greenmark Real Estate

    24991 Briscoe Rd, Hollywood, MD 20636

Showing Results 41 - 80, Page 2 of 3

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