Hollywood Hills, Hollywood, FL Homes with a Pool for Sale

Hollywood Hills, Hollywood, FL Homes with a Pool for Sale

  Advanced Search   Market Reports   Home Value   Connect

This website features the best Hollywood Hills, Hollywood, FL real estate search for Homes with a Pool available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®'s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what's happening in the Hollywood Hills, Hollywood, FL area? You can view a custom market report to see what's active, under contract, and sold in Hollywood Hills, Hollywood, FL!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Get in Touch if you are curious about Hollywood Hills, Hollywood, FL Homes with a Pool for sale!

Search by Lifestyle
Search by Bedrooms
Search by Bathrooms
Search by Price

Hollywood Hills, Hollywood, FL Homes with a Pool for Sale

$1,300,000
3 Beds ⋅ 2 Baths ⋅ B26075016 MLS ⋅ 33021 Zip Code ⋅ Hollywood Hills BLDG.
LOCATED IN THE BEST HOLLYWOOD HILLS AREA. QUIET STREET. Beautifully updated 3 bed, 2 bath POOL home sitting on an oversized lot! This open and bright home offers a gorgeous kitchen featuring SS appliances, white cabinetry, quartz countertops, and large island with seating great for entertaining! Impact windows and doors. Additional features include marble-like epoxy flooring throughout, updated bathrooms, laundry in garage, and very large screened in pool and spacious covered pool deck. Enjoy plenty of parking with the home's circular driveway and 2 car garage. Located just minutes from the beach, downtown Hollywood, FTL airport, Aventura Mall, I95 and more! Available for immediate occupancy

5017 ROOSEVELT Street, Hollywood
$699,900
3 Beds ⋅ 2 Baths ⋅ B26071099 MLS ⋅ 33021 Zip Code
Spacious open concept 3/2 2 car garage and pool on oversized lot - One of the largest homes available in Hollywood Hills - split bedroom plan - -gorgeous granite counters - - -sunken living room - beautiful 24'' inch porcelain floors through out most of the house - -wood laminate in bedrooms - -perfect to make it your own - -needs a roof - -priced right for quick sale - -truly a must see - - wont last long at this price..................

5501 MONROE Street, Hollywood
$749,000
4 Beds ⋅ 2 Baths ⋅ A12080752 MLS ⋅ 33021 Zip Code ⋅ Hollywood Hills BLDG.
Fully renovated and ready for South Florida living. This 4 bedroom, 2 bath home offers 2,096 square feet of open-concept space where the kitchen, dining, and living areas flow together ideal for entertaining or keeping the family connected. The renovation went well beyond finishes. A/C, plumbing, electrical, and windows were all updated in 2026, including hurricane impact windows throughout for year-round peace of mind and insurance savings. Indoor and outdoor living blur together here. Sliding glass doors open to the backyard from the living room, Master bedroom and fourth bedroom, leading to the sunroom sitting area and a resort-caliber outdoor space: an oversized 27' x 17' pool, a built-in tiki hut, swinging egg chairs, and a storage shed. The fully fenced yard is a rare find for boaters and RV owners. Front and rear access, an impressive sliding gate, and a 21-foot paved run make storing your boat or RV effortless no monthly storage fees, no hassle. Four true bedrooms, a functional split layout, and major systems already handled mean you can move in and start enjoying the pool instead of managing contractors. Homes with this combination of renovation quality, outdoor amenities, and vehicle access don't come along often. Schedule your private showing today.

4810 Johnson St, Hollywood
$1,165,000
4 Beds ⋅ 4 Baths ⋅ A12074631 MLS ⋅ 33021 Zip Code ⋅ Hollywood Hills BLDG.
Set on an oversized ±11,307 SF corner lot in Hollywood Hills, this ±2,340 SF, 4-bedroom, 4-bath residence has been comprehensively renovated under permits with modern finishes and major system upgrades. No HOA. Includes two en-suite bedrooms plus a cabana bath with direct pool access. Major improvements include a new roof, impact windows and doors, new electrical panel, complete re-pipe, tankless water heater, new insulation, high-efficiency A/C and Level 2 EV charger. The open-concept kitchen features custom wood cabinetry to the ceiling, a waterfall island and modern appliances, flowing into the dining and family areas with glass sliders framing the pool and backyard. The primary suite offers a built-out walk-in closet, double vanity, walk-in shower and freestanding tub. Dedicated laundry room. Rebuilt pool with new plumbing and equipment, plus a covered patio and outdoor dining area. The expansive fenced backyard offers generous lawn space for entertaining, pets or play, plus additional space that may accommodate boat or RV parking, an especially valuable feature with no HOA restrictions. A freshly paved circular driveway provides ample additional parking, complemented by an attached garage and mature shade tree at the front. Convenient to I-95, Downtown Hollywood, shopping, dining, Seminole Hard Rock and Hollywood Beach. Interior living area was expanded; county records pending update. Vacant and move-in ready. Furniture available separately.

4801 Tyler St, Hollywood
$639,000
3 Beds ⋅ 2 Baths ⋅ B26067422 MLS ⋅ 33021 Zip Code
Spacious 3-bedroom, 2-bath pool home complete with a new roof and proximately 1,700 sq. ft. of living area in the highly sought-after Hollywood Hills community. This home offers great bones and plenty of potential to update and make it your own. The spacious floor plan features a large living area, separate family room, and generous dining space - ideal for entertaining. Enjoy year-round Florida living with a private pool and oversized covered patio. In addition to the one-car garage, the property offers a paved rear driveway with room for an RV or boat. Conveniently located just minutes from shopping, dining, and Memorial Regional Hospital, and approximately 6 miles from the famous Hollywood Beach Broadwalk. This can be great opportunity for an Airbnb. Back parking area for a boat or RV

3932 ADAMS Street, Hollywood
$725,000
4 Beds ⋅ 2 Baths ⋅ A12072399 MLS ⋅ 33021 Zip Code ⋅ Hollywood Hills BLDG.
One Of A Kind Layout! This Unique 3-Bed, 2-Bath + DEN/OFFICE Single-Family Pool Home is located in the heart of the highly desirable Hollywood Hills Community. This Private Courtyard-Style Layout Wraps around the Pool, Creating an Oasis vibe with Views of the Backyard from multiple Living Spaces. Filled with Natural Light, the home features a NEWER ROOF, High-Impact Windows, Stainless Steel Kitchen Appliances, and NO HOA or Restrictions! BOATS & RVs ALLOWED! Plenty of room with a huge driveway offering ample parking. Step outside to the expansive screened-in patio with plenty of space for a BBQ, outdoor bar, dining, and lounge areas. The oversized lot features an in-ground pool, perfect for relaxing or entertaining family and friends while enjoying the Florida lifestyle—without the bugs!

1812 N 45th Ave, Hollywood
$1,495,000
4 Beds ⋅ 3 Baths ⋅ A12070133 MLS ⋅ 33021 Zip Code ⋅ Hollywood Hills BLDG.
Welcome to this fully reimagined 4-bedroom, 3-bathroom modern masterpiece, taken down to the shell and rebuilt to a multimillion-dollar standard. The open floor plan features 4'x4' tile, sleek modern cabinetry, and fully wired and equipped for comprehensive smart-home integration, allowing future owners to seamlessly connect speakers, TVs, CCTV, lighting, shades, alarm, and other systems. This complete rebuild includes new framing, insulation, moisture resistant drywall, ductwork, electrical, PVC plumbing throughout, new roof, and impact windows and doors. The designer kitchen boasts a Wolf oven and microwave, induction cooktop, Viking refrigerator, Jenn-Air dishwasher, and a walk-in pantry with an under-counter fridge and sink. Three-panel impact sliders open fully to create a seamless indoor-outdoor entertaining space. Spa-inspired bathrooms include a smart toilet and digital shower in the primary suite. European doors with magnetic hardware and hidden hinges add a refined finishing touch. Outside, enjoy a private backyard with a pool perfect for relaxing or entertaining. This turnkey, high-end home was rebuilt without compromise.

200 N 52nd Ave, Hollywood
$650,000
3 Beds ⋅ 3 Baths ⋅ A12057791 MLS ⋅ 33021 Zip Code ⋅ Hollywood Hills BLDG.
Beautiful 3BR/2.5 BA pool house in the heart of Hollywood. Fully updated and newly remodeled bathrooms with spacious bedrooms and a garage. Bright open layout filled with natural light, creating a warm and welcoming atmosphere. Relax by the pool or entertain in the comfortable outdoor space. Ideal location, minutes away from the beach, shopping centers, houses of worship, farmers market, I-95, T.Y. park, schools, and entertainment, and more.

2005 N 36th Ave, Hollywood
$795,000
3 Beds ⋅ 3 Baths ⋅ A12063280 MLS ⋅ 33021 Zip Code ⋅ Hollywood Hills Amen Plat BLDG.
Beautifully Renovated Pool Home in the Heart of Hollywood Hills Welcome to this beautifully updated 3-bedroom, 2.5-bath residence in one of Hollywood Hills' most desirable neighborhoods. Thoughtfully renovated and meticulously maintained, this move-in-ready home combines modern upgrades, timeless style, and everyday functionality. Step inside to a bright, open layout featuring elegant ceramic tile flooring throughout, a stylish kitchen with quartz countertops, and beautifully updated bathrooms. Impact windows and doors, a newer A/C system, and an upgraded electrical panel provide comfort, efficiency, and peace of mind for years to come. The spacious, fully fenced backyard is designed for South Florida living, complete with a sparkling in-ground pool, plenty of room to entertain, and additional rear parking for a boat, trailer, or extra vehicle. An attached two-car garage adds even more convenience. Ideally located just minutes from shopping, dining, parks, houses of worship, major highways, Fort Lauderdale-Hollywood International Airport, and the beaches, this home offers the perfect balance of location, lifestyle, and value.

5424 Garfield St, Hollywood
$790,000
4 Beds ⋅ 2 Baths ⋅ A12061941 MLS ⋅ 33021 Zip Code ⋅ Hollywood Hills Amen Plat BLDG.
A charming three-bedroom, two-bathroom home perfectly positioned in one of Hollywood's most desirable pockets. This new listing offers not just a house, but a lifestyle defined by sunshine, peace, and endless possibility. Inside, the home features three comfortable bedrooms and two full bathrooms, offering ample space for family living or hosting guests. A thoughtfully converted garage adds valuable flexibility—perfect for a home office, playroom, gym, or creative studio tailored to your needs. For shopping, dining, and entertainment, nearby Dania Pointe delivers a vibrant open-air experience. From trendy restaurants and boutique retailers to lively events and modern conveniences, this dynamic destination places everything you crave within easy reach.Just moments away, the legendary Hollywood Beach beckons with its iconic Broadwalk, palm-lined shores, and turquoise waters.Between the beach, the buzz, and the breezy neighborhood charm, this is a place you'll be proud to call home. Come see it today!

5306 Roosevelt St, Hollywood
$1,275,000
3 Beds ⋅ 3 Baths ⋅ B26056695 MLS ⋅ 33021 Zip Code
New Construction| Luxury Modern Pool Home. Sleek single-story contemporary residence w/clean architectural lines, white exterior, dark accents, insulated impact glass. Open-concept layout w/polished large-format tile flrs thru-out,10 ft high ceilings, w/seamless indoor-outdoor flow. Spacious living area w/wood-accent walls, linear fireplace, large-format TV's, Formal dining space w/statement glass chandelier, Chef's kitchen featuring oversized marble island, high-gloss cabinetry, stainless appliances, designer lighting. Primary suite w/sliding glass doors to the pool, walk-in closet w/custom built-ins, spa-like bath. Additional bedrooms w/modern finishes, Multiple designer bathrooms w/glass enclosures, premium fixtures, & high-end tilework. No expense sparred in construction or finishes!!

3933 Washington Street, Hollywood
$870,000
3 Beds ⋅ 2 Baths ⋅ A12059245 MLS ⋅ 33021 Zip Code ⋅ Hollywood Hills BLDG.
Beautiful 3 bedrooms and 2 bathrooms single family home with pool, covered with a screen, nice open gourmet kitchen, nice bathrooms, remodeled.come to see it, the garage was enclosed and converted in a separate room, for storage, exercise, or for an office. Corner house, shingles roof 2021, water heater 2022. impact doors and impact glass windows. circular drive to park. stainless steel appliances. big garden.

4116 Taft St, Hollywood
Start Your Search