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Hollywood Real Estate, Homes and Condos for sale

All Hollywood homes currently listed for sale in Hollywood as of 08/23/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Hollywood homes for sale or other Hollywood real estate, please contact us and one of our knowledgeable Hollywood REALTORS® would be pleased to assist you.


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  Page 1 of 3  
 
30
$3,500,000
24730 HALF PONE POINT RD, Hollywood MD 20636
4
BEDS
7
BATHS
14,000
SQFT
$250
$/SQFT
12.93
ACRES
2012
BUILT
"Magnificent Patuxent River waterfront estate property totaling almost 13 acres, and includes Tax ID 1906044204. Sited on Half Pone Point, just over an hour from the DC area and minutes by boat to Solomon's and the Chesapeake Bay. This exquisite property includes 14,000+sf of luxury with no detail spared. Expansive views & incredible architectural design, millwork, high-end materials, fixtures & appliances. Kitchen is a chef's delight, fully equipped and providing ample storage + Bar/Beverage center. Owner's Suite on main level features a fireplace, luxurious Owner's Bath, enormous custom closet, and expansive river views with access to private porch area . The upper level offers three guest suites, two offices, hobby room and large loft area. The lower level features everything needed for entertaining or recreation - large Gathering Room with fireplace, Games Room, Theater Room, Bar with separate Wine Room. Access all floors by elevator or beautiful wood stairway. Outside you'll find a gorgeous infinity pool, open deck and covered outdoor kitchen to enjoy the best of riverfront life. Park your cars in the 4-bay attached garage, or if you're a collector, the extra lot includes 2 oversized, conditioned & fully equipped garages and additional storage buildings - ready for cars, RVs, boats and other toys! Full detailed property description available."
* LISTED OVER 120 DAYS 
40
$920,000
24224 HALF PONE POINT RD, Hollywood MD 20636
4
BEDS
4
BATHS
5,112
SQFT
$180
$/SQFT
1.11
ACRES
1974
BUILT
"This is the one you have been dreaming about! Over 5000sqft with pool, hot tub, and countless amenities on Cuckold Creek. There are spectacular water views from almost every room in the house. There are 2 owner's suites, 1 on each level and both with private outdoor spaces to enjoy the views. Beautiful composite decking around the pool with a perfectly placed hot tub. Any chef would be proud to call this kitchen their own! Commercial grade Thermador 6 burner gas stove with oven and hood. 2 dishwashers, warming drawer, wine refrigerator (all stainless). Past the kitchen you have a theater room complete with projector and surround sound. From there you have an enormous 2 story great room with floor to ceiling water views. Take the sweeping grand staircase up to the upper level owner's suite complete with loft. Don't stop there! Head out the double doors to your own private screened in veranda. Geo-Thermal HVAC and Generac generator round out the LONG list of upgrades this home has. Please schedule your private showing of this beautiful custom waterfront estate today! Please be sure to view the video on the virtual tour!"
* PRICE LOWERED - $949,000 TO $920,000 
11
$899,900
45085 MILLSTONE LN, Hollywood MD 20636
4
BEDS
3
BATHS
2,098
SQFT
$429
$/SQFT
0.97
ACRES
1950
BUILT
"Home has been recently remodeled. All photos are before and after"
* LISTED OVER 120 DAYS 
73
$899,000
43324 RIVERSIDE DR, Hollywood MD 20636
4
BEDS
3
BATHS
3,956
SQFT
$227
$/SQFT
0.48
ACRES
1930
BUILT
"This turn of the century Second Empire style home, with its distinctive Mansard roof, is perched atop a hill, overlooking the broad Patuxent River. Experience charm and a rich sense of history, while enjoying all the benefits of a modern home. This renovated manor features 10.5' ceilings, striking Brazilian Tigerwood floors, custom-built window seats, gas fireplace with stone surround. Rustic English kitchen with vaulted ceiling and exposed wood beams, granite counters, stainless steel appliances, commercial grade hood, and hand-crafted free-standing pantry. Original wood staircase crafted with handmade nails. Side entry to mudroom and household laundry area. Three spacious bedrooms and a large deck complete the second floor, with the entire 3rd floor devoted to the owner's suite. Elegant master bath with ceramic tile floor, marble shower, deep jetted tub, water closet, and walk-in closet. Master bedroom boasts private sitting area,a separate laundry area, floor-to-ceiling dormer windows, 3rd floor Juliet balcony, and access to the widow's walk on the roof. Attractive steel 2+ car garage with carriage-style doors, and fully floored loft above for storage, with terra cotta colored aggregate driveway. Synthetic slate roof. With efficiency in mind, seller installed the solar panels located on both the garage and house, and replaced the siding with 7 insulated vinyl clapboard siding. Septic system replaced in 2011. Generac generator installed, 2012. The heavy lifting is done -- move in, enjoy your private pier, and don't overlook the community pool and playground just down the street."
39
$895,000
25034 HALF PONE POINT RD, Hollywood MD 20636
4
BEDS
5
BATHS
5,240
SQFT
$171
$/SQFT
0.88
ACRES
1987
BUILT
"Hollywood waterfront on the Patuxent River!! Custom brick rambler with a full finished walkout basement and a full separate apartment or perfect for the inlaws. Hardwood floors, 2 fireplaces, granite counters, pier with covered boat slip with a lift and a deck and patio area for looking out at the panoramic views. Over 5000 sq. ft of finished space. Very open floor plan with 3 bedrooms on the main level. Nice home."
18
$798,000
44633 SMITHS NURSERY RD, Hollywood MD 20636
4
BEDS
5
BATHS
3,444
SQFT
$232
$/SQFT
1.19
ACRES
1991
BUILT
"WATERFRONT! BOATER~S DREAM! BRING YOUR SAILBOAT! The 100~ deep water pier on sought after Cuckold Creek in protective cove provides easy deep water access to Patuxent River and Chesapeake Bay. This exceptional quality built 5244 square foot 3 level open floor plan home is nestled on 1.19 acres. Nature and views pass through the house via the custom trimmed Andersen floor to ceiling walls of glass and skylights. The light filled open floor plan is perfectly suited for today~s living and entertaining needs. The entryway boasts a soaring double height foyer. On the main level, the large formal living room with a solid wall of windows and French doors to the deck, two story ceiling, and multiple skylights bring in an array of light. Off the living room is the formal dining room. The spacious kitchen and eating area is appointed with an island, 42~ custom solid wood cabinets, desk, and top of the line appliances. French doors provide access to a deck from the eating area. Open to the kitchen, the family room with cathedral ceiling, walls of glass, French doors to a deck, and floor to ceiling brick fireplace with raised hearth accented by spotlights is a casual place to relax, enjoy the view, and entertain. The main level owner~s suite is graced with a wall of windows, French doors to a deck, walk in closet, Kohler auto-fill jetted spa bath, shower, and double sinks with Kohler fixtures. Additionally, on the main level is a half bath and laundry room. The upper level has two large bedrooms, each with full en-suite bathrooms of which one has a Kohler jetted bath, an office/bedroom, and a storage room. Intercom and central vacuum throughout. The 1998 square foot partially finished lower level boasts 2X6 insulated walls, 23 five foot Andersen casement windows, 2 French door units opening unto patios - great for your crab feasts, a work shop, finished full bath, wood stove on brick hearth with bricked wall. The ample unfinished space has potential for an addi"
* NEW LISTING 
42
$750,000
, Hollywood MD 20636
4
BEDS
4
BATHS
3,932
SQFT
$191
$/SQFT
2.65
ACRES
1988
BUILT
"Welcome to Secret Cove! Exceptional custom rambler on full, walk-out, finished basement. Tranquil setting with expansive decking and gorgeous mature landscaping. Main level of home has hardwood throughout. Enjoy beautiful updated kitchen with stainless appliances, gas cooktop, work space and laundry area. Master suite has its own private sitting area with fireplace. Open floorplan with bay windows; rooms are flooded with light. Fully finished lower level offers living area with fireplace, a private bedroom and full bath; ideal for guests or use as an in-law suite."
* LISTED OVER 120 DAYS 
14
$750,000
42170 PLEASANT VALLEY LN, Hollywood MD 20636
5
BEDS
5
BATHS
3,784
SQFT
$198
$/SQFT
26.45
ACRES
1997
BUILT
"Two homes in one.Main house features 5 Bedrooms, with the Master on the main level w/a FP and its own full bath and laundry rm., family room with fireplace, LR,DR,Upper level with 4 BR'S, 3 baths, laundryrm. Guest/or inlaw house attached by a hallway which allows for privacy features a lg. BR, kitchen, LR, full BA, deck and a laundry area, with sep. entrance.2 car garage, pastures great for horses. NO HOA!! closing help available. MOTIVATED SELLERS!!!"
* PRICE LOWERED - $789,000 TO $750,000 
51
$739,900
24876 IVY LN, Hollywood MD 20636
4
BEDS
6
BATHS
4,448
SQFT
$166
$/SQFT
0.52
ACRES
1980
BUILT
"Hollywood Waterfront on Cuckold Creek. Deep sailboat water. Colonial on a full finished walk out basement. Wonderful creek views from all 3 floors. 4 bedrooms with a bedroom and full bath on the main level. 2 fireplaces, hardwood floors, huge deck, woodstove, office off the master, walk in closets and much more. 3 car garage and a pier."
* PRICE LOWERED - $760,000 TO $739,900 
39
$725,000
25797 WHISKEY CREEK RD, Hollywood MD 20636
5
BEDS
3
BATHS
4,151
SQFT
$175
$/SQFT
5.75
ACRES
1978
BUILT
"Custom contemporary located on 5.75 acres of a private setting! Excellent water views of Saint Thomas Creek and 220 feet of water frontage. Perfect kitchen for entertaining and hosting large dinners. Beautiful cherry and maple wood floors, two staple piece stone fireplaces, new wrap around deck of 1,200 sq. ft., and updated custom bathrooms. Open master bedroom with incredible views of the creek and balcony! The third level features a private setting after going up the spiral staircase. Geothermal heating and cooling. Deeded access to Oyster Point which is private water access."
38
$699,000
25880 WHISKEY CREEK RD, Hollywood MD 20636
4
BEDS
4
BATHS
3,436
SQFT
$203
$/SQFT
1.58
ACRES
2007
BUILT
"This stunning Hollywood waterfront custom-build offers luxury from all angles. The details poured into this home are stunning. Open foyer view leads into a grand exposed-beam living area with a gas fireplace. Continuing through the main level is a beautiful kitchen, laundry, recreational room, office and master-suite. Master suite has a separate sitting room, and deluxe master bath. Navigating upstairs are three large bedrooms and two full baths. This property has a large front yard space, and moves around to a peaceful rear Teak deck, equip with ceiling fans and plenty of space for lounging or entertaining. Take a walk down to the well maintained pier with two electric boat lifts AND two jet ski lifts! This pier has overhead lighting, electric and water! Stop by and relax in Hollywood as you enjoy plentiful views of St. Thomas Creek. Seller has initiated plans for the construction of a garage on the property. Docs uploaded online. Ask your Realtor for a copy!"
* PRICE LOWERED - $729,000 TO $699,000 
46
$695,000
24670 GREENVIEW DR, Hollywood MD 20636
3
BEDS
3
BATHS
3,241
SQFT
$214
$/SQFT
1.71
ACRES
1987
BUILT
"Gorgeous setting, sailboat-depth water on Cuckold Creek! Frank Lloyd Wright-inspired design incorporates handsome stacked stone, exposed beams, cedar walls, knotty pine ceilings--truly a one-of-a-kind home. Floor-to-ceiling windows frame the beautiful water view! In-ground heated pool, pier w/two slips, private 1.71 acre lot. Great room includes living/dining/kitchen spaces, with stone columns, interesting angles and ceilings, and a conversation pit. Full bath off the great room, along with laundry/utility room w/cabinets and extra fridge. Wing to the right holds a flex space for studio/library plus the master bedroom and bath. Master has built-in storage cabinets and two wall closets; master bath has shower stall and hot tub. Left side offers two bedrooms and third full bath. Carport for covered entry, lots of parking space, plus large shed for outdoor storage. Flat, fenced yard, too. You won't find another home like this in Southern Maryland--come see!"
* PRICE LOWERED - $725,000 TO $695,000 
43
$695,000
43635 LIFELONG LANDING LN, Hollywood MD 20636
4
BEDS
2
BATHS
3,096
SQFT
$224
$/SQFT
19.11
ACRES
2009
BUILT
"Hand Crafted Log Home situated on private lot with 18 forested acres filled with wildlife including deer, wild turkeys and waterfowl. Huge country kitchen with granite countertop island, wine rack, double oven and surface range-perfect for the gourmet chef. Vintage 1870 pot belly wood stove is the star of the soaring great room and provides for 100% of the heating needs. Main level master suite (24'x24') features walk in closet (10'x10') and master bath with double vanity, large jacuzzi tub, shower, and water closet. Lower level features home theatre (12'x24') with Amish hand made arched entry doors, storm shelter room (24'x8') with built in sleeping bunks, tool room, and storage room. Outside you will find 16'x24' party deck, 960 sqft of covered porches ready for 2 swings, fenced side yard and garden area with attached chicken coop. This home is a green home with passive and active solar, has a negative carbon footprint consuming more CO2 than it produces, and has efficient ductless heating and air conditioning for the second story (3 separate zones) . Plenty of room for future outbuildings such as horse barn, garage and more. Underground electric service and fiber optic internet provide reliable service. RV Parking with 2-50 amp hookups and separate septic tank. If peace and quiet are what you are looking for, this wooded estate is the one."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $699,900 TO $695,000 
50
$625,000
26106 CAPTAINS POINT LN, Hollywood MD 20636
4
BEDS
3
BATHS
2,513
SQFT
$249
$/SQFT
1.37
ACRES
1991
BUILT
"Priced to sell, and ready for new owners who want to enjoy the beach, pier, view and privacy...! Sandy beach, pier, beautiful home, with beautiful landscaping featuring native plants. New paint, padding, carpet and new range! Jetted tub in MA bath, also separate shower and enclosed WC. Nice beach on Patuxent river, long pier with boat lift, electric and water. large deck and balcony. Wood floors, and so much natural light due to large windows ad glass doors! Artist studio, Beautiful sun room w/ french doors. Large open floor plan. Anderson doors and windows. Close to historic Sotterley Plantation, situated on a bluff above the Patuxent river with a view for miles..."
* LISTED OVER 120 DAYS 
47
$597,000
26221 FAWN LN, Hollywood MD 20636
3
BEDS
3
BATHS
2,507
SQFT
$238
$/SQFT
2.08
ACRES
1953
BUILT
"Peaceful and quiet location on the Patuxent River. 340 ft. of frontage with private pier. A park like setting with mature trees and shrubs and in-ground pool. The house features 3 bedrooms and 3 full baths, formal dining room and kitchen with table space. There are 2 wood burning fireplaces, hardwood floors and carpet. There is also a basement with connecting stairs and an exit to the pool area."
* NEW LISTING 
63
$575,000
45145 NALLEY RD, Hollywood MD 20636
4
BEDS
3
BATHS
2,872
SQFT
$200
$/SQFT
1.47
ACRES
1958
BUILT
"Location-Location-Location - Ideal location for boating to local water front restaurants, Solomons Island, and close to the Chesapeake Bay for fishing. Also, close to PAX River NAS and local shopping. Expansive view of Cuckhold Creek with private pier for multiple water toys. Beautiful 1. 47 acres with mature trees in a very private setting. Special features include: 220ft of protected shoreline, large patio off the family room with fire pit, metal roof, new furnace, cathedral ceilings with beams, hardwood flooring, large kitchen area (needs updating), laundry/mud room off kitchen with lots of storage space, wood fireplace (s) in family room on upper and lower level, huge integral 2 car garage, detached barn set up for storage and workshop. Must see!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $619,000 TO $575,000 
37
$549,000
43202 RIVERSIDE DR, Hollywood MD 20636
3
BEDS
3
BATHS
2,152
SQFT
$255
$/SQFT
0.49
ACRES
2004
BUILT
"WATERFRONT 3-BR, 3-BA Colonial WITH PANORAMIC VIEWS OF THE PATUXENT RIVER. Want to go boating or crabbing? Here you have your own private, covered dock with an electric boat lift and two jet ski lifts. The house has an open floor plan with tall ceilings on the main level giving a wonderful feeling of space and light. The large living area has a gas fireplace (for those winter evenings) and four sliding glass doors leading to your rear deck overlooking the river. The updated kitchen, with a rear view window, also looking over the river, has granite counters, S/S appliances and lots of cabinets. On the upper level there are 3 bedrooms including the Master Bedroom with walk-in closet and Master Bathroom. Community pool membership is available for all Hollywood Shores homeowners. Welcome!"
* PRICE LOWERED - $575,000 TO $549,000 
51
$529,000
23368 PEMBROOK DR, Hollywood MD 20636
4
BEDS
4
BATHS
4,450
SQFT
$119
$/SQFT
2.32
ACRES
2005
BUILT
"Stunning home on 2.3 acre cul-de-sac lot with beautiful landscaping. Hardwood entry with two story foyer, 9+ft ceilings. Beautiful Kitchen has recently added gourmet bar/cabinets with wine cooler. Formal dining/Living area. Laundry upstairs. Master BR has formal sitting room. Large deck for entertaining. Partially finished walkout basement leads to a beautiful private backyard backing to woods."
* NEW LISTING 
42
$525,000
44942 BLACKISTONE CIR, Hollywood MD 20636
3
BEDS
3
BATHS
2,120
SQFT
$248
$/SQFT
0.20
ACRES
1973
BUILT
"Wonderful Hollywood location; home is in pristine condition. Gorgeous kitchen with a view; granite counters, all new stainless appliances. All 3 baths are totally upgraded and it shows! Just bring your suitcase and enjoy carefree living on the water. Fully fenced, low maintenance yard. Deep water pier with lift and sun deck. Large covered deck off of living room and generous patio off of lower level male this home ideal for family gatherings...your private, waterfront playground! Seller is highly motivated."
22
$519,500
24629 GREENVIEW DR, Hollywood MD 20636
3
BEDS
3
BATHS
1,623
SQFT
$320
$/SQFT
1.66
ACRES
1968
BUILT
"3 bed/3 bath all-brick rambler with walk-out basement on 1.6 acres. Very private Cuckold Creek/Hollywood location; lovely level yard with 2 sheds and boat house at pier. Partially fenced yard, mature landscaping.....a real gem!"
* PRICE LOWERED - $550,000 TO $519,500 
14
$499,900
24620 OLD THREE NOTCH RD, Hollywood MD 20636
1
BEDS
1
BATHS
1,568
SQFT
$319
$/SQFT
24.67
ACRES
1930
BUILT
"This location has it all!! Current home is not livable but may be replaced with a single family home on it's existing location just at the top of a knoll catching the summer breezes. As a previous farm, there are acres of farmland, some currently being worked. If development is your preference, land may be subdivided for several homes. Public water and sewer for potential hook-up are just a short distance away. With the Hollywood Town Center coming to the area there is also potential for a variance or zoning class change to open up the possibility for commercial development. Home is being sold in AS IS CONDITION. Do not enter home. Also listed under Land."
53
$498,000
22837 THORNBURY DR, Hollywood MD 20636
5
BEDS
4
BATHS
4,351
SQFT
$114
$/SQFT
0.84
ACRES
2010
BUILT
"Fabulous location in sought-after Forrest Farm. Home is less than 10 years old and shows beautifully. Quiet cul-de-sac location, super private backyard w/ screened porch, deck & patio. Main level has private office, basement has media room, bedroom & full bath. Master suite offers sitting room and huge walk-in closet......this home offers everything you want!"
60
$489,000
43425 LEENER LN, Hollywood MD 20636
5
BEDS
5
BATHS
4,415
SQFT
$111
$/SQFT
8.14
ACRES
1974
BUILT
"This home sits on 8 acres mostly wooded behind house has a huge deck partially covered with hot tub connections.Features a full basement in law apartment with fire place insert. Roll in shower,office area. That's just down stairs.First floor has two bedrooms both with full bathrooms. Sit on the front porch and watch the horses next door. A need to see to appreciate the home and location."
49
$479,900
24888 HILL RD, Hollywood MD 20636
4
BEDS
4
BATHS
4,088
SQFT
$117
$/SQFT
3.02
ACRES
2000
BUILT
"One of a kind and you will not see a home like this again so NOW is your opportunity to buy this beauty. This farmette has been in this same family for generations and once you take a look you will understand why! Bringing to you the charm of a classic home in a nice rural setting with no HOA. This unique/traditional floor plan offers you 4/5 bedrooms and 4 full bathrooms. The main level of the home has a huge eat-in kitchen with a very nice family style island so all can gather at the same time. More cabinets than you will know what to do with or just do some good ole time canning and you will have plenty of storage for the goods. Nice SS appliances and updated cabinets and counter tops you can not go wrong here. The Wood stove in the living room is perfect for warming up after a cold winters day. On the main level there are two large bedrooms and 2 full bathrooms one with a huge soaking tub and plenty of closet space and storage. This house surely does not lack storage in any way. Upstairs offers a Master suite with a large bedroom and a private sitting room or owners suite. Relax on your balcony and watch the wild life or enjoy a nice cup of coffee. The basement is fully equipped with a full kitchen and 2 rooms one is a bedroom and the other could be storage or whatever you my desire to use it for. The full bathroom and more closet space. Rent the lower level out for 1000 a month and offset your monthly mortgage. Separate entrance as well. Nice potential. Step out side to see the 1 car detached garage, above ground pool, chicken coop and the field for your horse, goats, cows or any farm pet you would like. The 40x32 2 car garage with water, 220 electric, and a wood stove is awesome!! The tall ceilings allow you to store an RV or add a lift. Additional storage and water in the back part is an added bonus. The walk-in cooler does not convey. Solar panels on the garage only are leased with Solar City for 20 years and they have had them for 6 years. No electri"
* PRICE INCREASED - $469,900 TO $479,900 
 
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