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Island Creek Realty
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Hollywood MD Real Estate & Homes for Sale

17 Properties Found

The median home value in Hollywood, MD is $457,500. This is higher than the county median home value of $325,000. The national median home value is $308,980. The average price of homes sold in Hollywood, MD is $457,500. Approximately 75% of Hollywood homes are owned, compared to 18% rented, while 6% are vacant. Hollywood real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Hollywood real estate agent to arrange a tour today!
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1–17 of 17 properties displayed
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Beds:
5
Baths:
3.00
Sq.Ft.:
2,728
Status:
NEW LISTING
MLS#:
MDSM2030596
Type:
Single Family
Subdivision:
WINTERSEAT
Lot size:
29.47 Acres
Year built:
1976
A broker reciprocity listing Courtesy: The Southside Group Real Estate
View additional info

Nestled on 29.5 acres of serene, wooded privacy, this exceptional estate offers a rare blend of character, modern updates, and endless potential. Inside the 2,700+ sq ft home, you're welcomed by distinctive features like a striking cedar beam and dual staircases that add warmth and architectural charm. The spacious kitchen is a standout, featuring granite countertops, stainless steel appliances, tile flooring, and abundant cabinetry - perfect for both everyday living and entertaining. The home offers generously sized bedrooms, an updated guest bath, and a luxurious owner's suite complete with a walk-in closet and a beautifully renovated en-suite with floor-to-ceiling tile and a walk-in shower. The main level provides multiple gathering spaces, including a formal dining room, a large family room, and a unique all-season room filled with natural light. The finished basement expands your living space with a cozy wood stove, three additional bedrooms, and a fully updated bathroom - ideal for guests or flexible living needs. Outside, two open field areas offer endless opportunities for recreation, gardening, or even horses, while the detached workshop with its own 200-amp service is perfect for hobbies, storage, or projects. With major updates including a newer roof, HVAC system, well pump, and hot water heater, this home offers peace of mind along with its natural beauty - all just minutes from shopping, dining, and Pax River.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,808
Status:
NEW LISTING
MLS#:
MDSM2030436
Type:
Single Family
Subdivision:
HOLLY GAF ACRES
Lot size:
2.17 Acres
Year built:
1985
A broker reciprocity listing Courtesy: CENTURY 21 New Millennium
View additional info

This custom Lindal cedar home sits on a private, wooded two-acre lot and offers a front-row seat to beautiful panoramic views while being filled with abundant natural light. Built with the signature post-and-beam structural system, the house has a warm, spacious, and architecturally distinctive feel that sets it apart from ordinary homes. On the main level, the upgraded kitchen features a breakfast nook and opens seamlessly into a separate dining room, creating a wonderful flow for entertaining and everyday living. Just steps away is a cozy family room centered around a gas fireplace, while walls of windows throughout the home bring the surrounding nature right inside. A convenient main-level laundry room and powder room complete this floor. Upstairs, the primary suite is a true retreat with its own private deck and a connecting full bathroom. Two additional bedrooms share a full hall bath, providing comfortable space for family or guests. The lower level includes a fourth bedroom and rogh in plumbing for an additional bath, along with a large unfinished area perfect for storage, a workshop, or future expansion. Outside, the home truly shines with a multi-tiered deck system that includes wiring already in place for a spa, plus a charming pergola. The grounds are beautifully landscaped with extensive gardens that bring color throughout every season, a peaceful Zen garden, and a welcoming firepit area. The oversized two-car garage offers an internal staircase leading up to a finished loft, ideal for extra storage or a hobby space. Additional thoughtful features include a whole-house water filtration system, reverse osmosis water filter , and a sub-panel wired for an external generator. This home offers true character in a truly special setting!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,000
Status:
NEW LISTING
MLS#:
MDSM2029240
Type:
Single Family
Subdivision:
NONE AVAILABLE
Lot size:
1 Acres
Year built:
1950
Courtesy: Coldwell Banker Premier
View additional info

3BR / 1B Rambler on an acre of land w/garage (storage), Detached carport and outbuildings. Paved driveway just off Hollywood/Leonardtown Road. Hardwood floors throughout Living Room, Hall and bedrooms. Level rear yard bordered by trees. Oil Furnace, water heater, utility sink and washer hook-up are located in the (walk-in) storage area under the home.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,226
Status:
NEW LISTING
MLS#:
MDSM2030414
Type:
Single Family
Subdivision:
DRUM CLIFFS
Lot size:
0.72 Acres
Year built:
1953
A broker reciprocity listing Courtesy: Pearson Smith Realty, LLC
View additional info

Premier Waterfront Retreat with Unrivaled Patuxent River Views This extraordinary residence rises above all other waterfront offerings - an exceptional retreat that delivers the best of both worlds with awe inspiring views of the water and the surrounding wooded landscape. From its commanding position, the home offers sweeping 180 degree vistas of the Patuxent River, creating a true top of the world experience. With water views from every room, you'll never miss a moment of the natural habitat unfolding right outside your windows. Step down to your own private beach to enjoy an intimate connection with the tranquil waters of the Patuxent - perfect for quiet mornings, afternoon relaxation, or peaceful sunset reflections. Blending natural beauty with modern comfort, this home provides a serene escape that has been meticulously crafted and exceptionally maintained. Recent upgrades include two fully renovated bathrooms, a new water heater, and a resurfaced driveway. The house also has an updated septic system fully compliant with state and county regulations. All contributing to the home's high standards and long term reliability. A rare opportunity to experience the very best of waterfront living - where comfort, beauty, and nature come together in perfect harmony.

Beds:
6
Baths:
5.00
Sq.Ft.:
5,248
Status:
NEW LISTING
MLS#:
MDSM2030248
Type:
Single Family
Subdivision:
ST MARYS
Lot size:
1.87 Acres
Year built:
2024
A broker reciprocity listing Courtesy: Redfin Corp
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Welcome to refined living in this exceptional QBHI Fairfax model, perfectly situated on nearly two private acres and just 16 months young. Located in the highly sought-after Broyhill community of Leonardtown, this beautifully crafted home blends luxury, comfort, and thoughtful design at every turn.From the moment you arrive, you'll appreciate the expansive, mostly flat yard - ideal for outdoor enjoyment - with a pool, swing set, and storage shed already in place. The attached two-car garage is equipped with a Tesla charger, adding modern convenience to this stunning property.Step inside to discover a truly gourmet kitchen that will impress even the most discerning chef. Featuring striking white quartz countertops with elegant gray veining, custom tan wood cabinetry with burnished copper finishes, high-end multi-paneled Samsung appliances, and a charming farmhouse sink, this space is both functional and beautiful. The adjoining breakfast nook sits within a generous 4-foot bump-out morning room, filling the space with natural light.The family room is a showstopper with its cozy gas fireplace and dramatic floor-to-ceiling stone fa ade - perfect for gathering or relaxing evenings at home. The main level also offers a formal dining room, an expansive side-by-side office, a convenient drop zone with built-in storage leading to the garage, a private bedroom with a full attached bath, and an additional powder room for guests.Downstairs, the fully finished basement expands your living space with a large recreation area perfect for movie nights or entertaining, along with an additional bedroom and full bath.Upstairs, you'll find four generously sized bedrooms, including a luxurious primary suite complete with a sitting area, dual walk-in closets, and a spa-inspired bath featuring dual sinks with ample cabinetry, a soaking tub, and a spacious 6' x 6' deluxe shower. Three additional bedrooms share a well-appointed hall bath with dual sinks, and the conveniently located upper-level laundry room makes everyday living effortless.Nestled in a community known for its curated selection of craftsman-style homes and spacious lots, Broyhill offers both privacy and charm. Enjoy peaceful surroundings while being just minutes from downtown Leonardtown's shopping and dining, as well as nearby Dorsey Park for outdoor recreation.This is the one you've been waiting for - schedule your private tour today!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,466
Status:
NEW LISTING
MLS#:
MDSM2030362
Type:
Single Family
Subdivision:
NONE AVAILABLE
Lot size:
1.08 Acres
Year built:
1955
A broker reciprocity listing Courtesy: CENTURY 21 New Millennium
View additional info

Deep water Colonial on desirable Cuckold Creek! Enjoy water views, and waterfront living, in this charming 4-bedroom, 3-bath home. Have your coffee as you watch the morning sun shimmer on the water, and then end the day on the back deck for a glorious sunset. Situated on the protected waters of Forrest Landing Cove, you can head down to the dock for a relaxing paddle or gentle sail. Minutes from the Patuxent River, hop in the motor boat for fishing and dinner in Solomon's Island. Before heading in, look out over the pretty rural setting from the welcoming front porch. Solid oak hardwoods greet you at the entrance and run through the living room w/ wood stove and sliding doors to maximize views. The eat-in kitchen has room for a large table, and updates include a granite counter, Oak cabinets, track & pendant lighting, stainless appliances w/newer gas stove, and farm sink. Have dinner out back on the screened-in porch, or sit all day and crack crabs, fresh from the dock! A home office w/ new carpet, full bath, and legal bedroom/bonus room give lots of options for the rest of the main floor. Off the kitchen, a convenient mudroom leads out the the big two-car garage with storage. On the second floor, wake up to water views from the Primary ensuite with cathedral ceiling, big walk-in closet, soaking tub, tiled shower, and double sinks. Two bedrooms with new carpet, and a hall bath complete the upstairs. Out back, you'll appreciate the privacy and shade provided by surrounding trees. Gather round the hardscape fire ring for s'mores and tales of the "one that got away." The dock features electric, water, electric lift, and slips. Numerous skylights allow plenty of natural light throughout the home. Gutters guards and epoxy flooring in the garage help keep maintenance to a minimum. This home is close to PAX, shopping, and main commuter routes. Come explore this great opportunity to enjoy life on the water. Request your showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,716
Status:
Active
MLS#:
MDSM2029992
Type:
Single Family
Subdivision:
HOLLYWOOD SHORES
Lot size:
0.33 Acres
Year built:
1966
A broker reciprocity listing Courtesy: CENTURY 21 New Millennium
View additional info

SPEND YOUR SUMMER HERE AND/OR EVERYDAY!! WATERFRONT - Completely Renovated Home - New Roof, New Well, New Windows, New HVAC, New Water Heater, New Attic Insulation, New doors, siding, and gutters, New Kitchen with stainless steel Appliances and Quartz Countertops, View of the water from the kitchen, Dining, Primary Bedroom, back Covered Deck Area, New Bathrooms with porcelain, New paint throughout, refinished hardwood floors, new paved driveway, new exterior steps to the waters edge and so much more. Sit on the revamped back Deck/porch and enjoy the beautiful water view. Partially finished basement leaves plenty of room to add your personal touches. HOA is $10.00 a year. You can purchase a separate membership for the Community Pool! This home is calling your name. Act now and enjoy your summer there.

Beds:
5
Baths:
Sq.Ft.:
3,262
Status:
Active
MLS#:
MDSM2030342
Type:
Single Family
Subdivision:
RED HILL
Lot size:
1.74 Acres
Year built:
1974
Courtesy: Residential Plus Real Estate Services
View additional info

This well loved brick home on a large lot is move-in ready, in time to enjoy summer fun at the pool. The main level features a large kitchen with corian counters, an island breakfast bar, opening to the family room and glass doors to the solid deck overlooking the pool, shed and back yard. A Living Rm, separate Dining Rm, and 3 BRs with hardwood floors, and 2 full BA complete the main level, along with a large laundry and storage room with built in shelving. The Rec room, on the ground level, has a brick wood burning fireplace, patio doors to the back cement stamped patio, and access to the 2 car garage. Also on the ground level are 2 BRs, a full BA, and a utility or mud room with a side door for easy access to the back yard. A nitrogen reducing septic system was installed in 2022. The pool will be opened for inspections. Start planning now for fun summer gatherings around the pool, patio and deck.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,314
Status:
Active
MLS#:
MDSM2030302
Type:
Single Family
Subdivision:
NONE AVAILABLE
Lot size:
0.69 Acres
Year built:
1950
A broker reciprocity listing Courtesy: RE/MAX Realty Group
View additional info

WOW! Where to start? This beautifully updated home offers the ease of one-level living and has been completely renovated within the last 10 years, showing like new with minimal use - and best of all, NO HOA! An additional lot is included with the sale, bringing the total property size to just over 1 acre. Featuring 3 bedrooms and 2.5 bathrooms, the interior is loaded with upgrades including granite countertops, a stylish backsplash, breakfast bar with pendant lighting, stainless steel appliances, recessed lighting, window blinds, LVP flooring throughout, and remote-control ceiling fans. Major systems, including the roof, and HVAC were updated during the renovation, providing peace of mind. New septic tank and distribution box installed in 2023. New hot water heater installed in 2024. A dedicated laundry room with cabinets for additional storage adds everyday convenience. Car enthusiasts, hobbyists, or business owners will love the attached 1,600 sq ft garage with 3 front-access bays and 1 side-entry bay, plus an RV parking pad with 50-amp hookup. Step outside to your own private retreat! Enjoy the detached 800+ sq ft building converted into an incredible cabana, complete with a custom bar, oversized ceiling fans, and island-style windows for a perfect cross breeze. Lovingly named The Maryland House, it offers shade, additional entertaining space, and extra storage. The outdoor space continues to impress with an above-ground heated pool, fenced pool area, pool shed, and an oversized patio ideal for entertaining. Conveniently located just minutes from Leonardtown and California for shopping, dining, and everyday needs.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,390
Status:
Active
MLS#:
MDSM2030330
Type:
Single Family
Subdivision:
NONE AVAILABLE
Lot size:
0.26 Acres
Year built:
2009
A broker reciprocity listing Courtesy: Taylor Properties
View additional info

Discover a captivating blend of comfort and nature in this stunning waterview home, nestled along the serene banks of Cuckhold Creek. With 2,264 sq. ft. of thoughtfully designed living space, this residence features four spacious bedrooms and three and a half bathrooms, perfect for both relaxation and entertaining. The inviting interior boasts a cozy gas fireplace, ideal for chilly evenings, and a second lower level kitchen that can serve as a one bedroom rental unit or mother in law suite. Step outside to a beautifully cleared 0.26-acre lot, where you can enjoy picturesque views of the river and surrounding woods. The outdoor space is perfect for gardening, play, or simply soaking in the tranquility of nature. With ample parking for up to four vehicles, convenience is at your fingertips. Located in a vibrant communitywithin 10 miles of Patuxant Naval Air Station, Solomons Island and Leonardtown Maryland. This home offers easy access to local parks, schools, and essential public services, making it an ideal choice for those seeking a balanced lifestyle. Enjoy leisurely strolls along the river or explore nearby trails that invite outdoor enthusiasts to embrace the beauty of the area. This property is not just a home; it's a lifestyle. Experience the perfect harmony of comfort, nature, and community in this remarkable waterview residence. Don't miss your chance to make it yours!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,508
Status:
Active
MLS#:
MDSM2030236
Type:
Single Family
Subdivision:
PEACOCK MANOR
Lot size:
0.46 Acres
Year built:
1965
Courtesy: Coldwell Banker Premier
View additional info

Discover the charm of this beautifully maintained ranch-style home in the desirable Peacock Manor subdivision. Built in 1965, this detached residence offers 1,508 sq. ft. of comfortable living space, featuring three bedrooms and one and a half bathrooms. The inviting layout is perfect for relaxation and entertaining, highlighted by a cozy fireplace that adds warmth to the living area. Set on a generous 0.46-acre lot, this property provides ample outdoor space for gardening or enjoying the fresh air. Parking is a breeze with a convenient driveway. This home is ideally situated, offering a peaceful retreat while remaining close to local amenities. Don't miss the opportunity to make this charming residence your own!

Beds:
4
Baths:
4.00
Sq.Ft.:
4,200
Status:
Active
MLS#:
MDSM2030180
Type:
Single Family
Subdivision:
NEWTON MANOR
Lot size:
4.12 Acres
Year built:
2007
A broker reciprocity listing Courtesy: CENTURY 21 New Millennium
View additional info

Beautiful colonial situated on a 4.12 acre secluded lot backing to 28 acres of Forest Conservation area! This home has it all including 4 bedrooms, 3 1/2 bathrooms, finished basement with kitchen and more. As you enter the foyer the hardwood floors lead you to a den/office perfect for working from home and extra space. The kitchen includes upgraded stainless appliances, a breakfast area, and sliders leading to the deck and screened porch. The screened porch is a perfect spot to relax and enjoy the sounds of nature...grab your coffee or evening cocktail and take a break from the world! Family room with wood floors off kitchen with a gas fireplace. The primary bedroom has vaulted ceilings, sitting area and walk in closets. The primary bath has dual sinks, a large soaking tub, and separate shower. 3 additional bedrooms, a full bathroom complete the upper level. Just when you thought you were done, the finished basement won't disappoint! The walk out basement is finished and includes an exercise area, rec room, full kitchen, additional room that could be used as a guest area or flex space and a full bathroom. Great potential for grown children in college, or in law suite, let your imagination run wild. The basement sliders open to a patio and access to the back yard with storage shed. Easy access to Route 235 for those travelling north and south or commuting to the base. Close to schools, shopping and area amenities. Schedule your online appointment today.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,448
Status:
Active
MLS#:
MDSM2029594
Type:
Single Family
Subdivision:
BLACKISTONE FARM
Lot size:
0.37 Acres
Year built:
1977
A broker reciprocity listing Courtesy: Samson Properties
View additional info

PRICE REDUCED for quick sale! Check out this lovely water view home just steps from Cuckold Creek in St. Mary's County. Boasting 3 large bedrooms with expansive closets, an expansive upstairs loft/family room and beautiful kitchen. Upgrades throughout and in ready-to-move-in condition! FHA, VA or Conventional. For rental information, see MDSM2028384. Call agent for details for Rent Option.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,012
Status:
Active
MLS#:
MDSM2029414
Type:
Single Family
Subdivision:
HOLLYWOOD SHORES
Lot size:
0.51 Acres
Year built:
1973
A broker reciprocity listing Courtesy: RE/MAX United Real Estate
View additional info

Welcome to Hollywood Shores! This charming one-level home offers the perfect opportunity for a first-time buyer or anyone looking to downsize and enjoy easy, low-maintenance living. The functional layout and single-level design provide comfort, convenience, and simplicity in a peaceful setting. Located in the desirable Hollywood Shores waterfront community, residents have the option to join for use of the community ammenities, which provides access to a boat ramp, pier, and pool. Enjoy boating, kayaking, crabbing, fishing, or simply relaxing by the water - all just minutes from home. Conveniently located near shopping, dining, and everyday essentials in nearby California, Leonardtown, and Lexington Park. Outdoor enthusiasts will appreciate proximity to St. Mary's River State Park and Point Lookout State Park, offering scenic trails, waterfront recreation, and year-round activities. This home offers the perfect blend of relaxed coastal living with convenient access to parks, shopping, and commuter routes - a wonderful place to start your homeownership journey or simplify your lifestyle in beautiful Southern Maryland.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,631
Status:
Active
MLS#:
MDSM2028542
Type:
Single Family
Subdivision:
NONE AVAILABLE
Lot size:
0.5 Acres
Year built:
2026
A broker reciprocity listing Courtesy: RE/MAX One
View additional info

TO BE BUILT. Brand New Construction. NO School Excise Tax! Floor Plans to be uploaded soon. Plans to break ground Jan/Feb 2026 with a projected completion date of June/Aug 2026 or sooner. Front of the home will showcase Board & Batten vinyl siding, black framed Double-Hung, Low-E windows, a 6x24' covered front porch with black metal roofing. Rear and sides of the home with Vinyl Lap Siding and 6x8' patio. 30 Year Architectural Shingle Roof. Interior of the home will include Luxury Vinyl Plank on the entire main level which includes 9ft ceilings, foyer with coat closet, an expansive eat-in gourmet kitchen with high quality cabinetry, SS appliances, upgraded countertops, center island and designated pantry, dining area, nearby living room, laundry room, half bath and access to the 2 car garage. The second level includes a spacious Primary Bedroom with Tray Ceiling and Ensuite that includes LVP flooring, dual vanities, a walk-in shower with tile surround, plus a walk-in closet. Two additional bedrooms and a second full bath with LVP flooring, tub/shower combo and custom tile surround. Builder warranties include: 10 Year Structural Warranty, 2 Year Manufacturer Warranty

Beds:
3
Baths:
2.00
Sq.Ft.:
3,140
Status:
Active
MLS#:
MDSM2027928
Type:
Single Family
Subdivision:
HOLLYWOOD SHORES
Lot size:
1.01 Acres
Year built:
1945
A broker reciprocity listing Courtesy: CENTURY 21 New Millennium
View additional info

Enjoy waterfront living with this cottage style home offering breathtaking views of the Patuxent River and St. Thomas Creek. The open main-level floor plan of this 3BR 2FB home captures water views from most areas of the home, as does the rear of the fully finished walkout-level basement. The spacious walk-up attic could potentially offer future expansion into a third floor, perhaps maybe with dormers, to further expand living space with even more stunning panoramic views. Enjoy the outdoors from the large rear deck or take advantage of direct water access with a private pier, jet ski ramp, boat lift, pier-side storage shed, and small beach area at the water's edge. The pier provides easy access to navigable waters, perfect for boating, fishing, and exploring the Patuxent River, the Solomons Island area and the many Chesapeake waterways. A detached screened patio with a wood burning stove invites outdoor dining or peaceful relaxation with picturesque water views. Set in a peaceful, private country setting, this property invites you to entertain or just simply relax and unwind while enjoying unforgettable sunrises and sunsets over the water, all from the comfort of your own backyard. Don't miss this rare opportunity to enjoy your own piece of waterfront paradise. The horse shoe style driveway with parking area offers plenty of off street parking. The home is being sold in as-is condition. Septic testing found the current mid-seam septic tank and fields to be in unacceptable condition. Seller is in contact with Health Department researching septic options and next steps. The cost of the tank replacement could potentially be offset, or possibly covered, through the The Maryland Bay Restoration Fund. Interested purchasers may want to contact the St. Mary's County Health Department's Clear Water Program, which administers the Bay Restoration Fund (BRF) in St. Mary's County, for further information.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,600
Status:
Active
MLS#:
MDSM2019186
Type:
Single Family
Subdivision:
HOLLYWOOD SHORES
Lot size:
0.67 Acres
Year built:
1966
Courtesy: Elrod & Associates Real Estate, Inc
View additional info

JUST REDUCED $100,000.00 WHAT A DEAL = HOME NEEDS SOME WORK = IT'S AN INVESTORS DREAM REMODLE AND SELL IT AND MAKE SOME MONEY= VACANT = WATERFRONT ON COLES CREEK.

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BRIGHT MLS - All information, regardless of source, should be verified by personal inspection by and/or with the appropriate professional(s). The information is not guaranteed. Measurements are solely for the purpose of marketing, may not be exact, and should not be relied upon for loan, valuation, or other purposes.

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