Hollywood Hills Homes with Pool

Hollywood Hills Homes with Pool

Hollywood Hills is a highly sought-after subdivision located in Hollywood, Florida. Situated in Broward County, this vibrant city offers a perfect blend of urban convenience and natural beauty. Hollywood Hills is renowned for its stunning homes and picturesque surroundings, making it an ideal place for families, professionals, and retirees alike.

One of the standout features of Hollywood Hills is its abundance of homes with pools. If you've always dreamed of having your own private oasis, this subdivision is the perfect place to turn that dream into a reality. Whether you're looking for a cozy bungalow or a luxurious estate, you'll find a wide range of homes with pool options to suit your preferences and budget.

Having a pool in your backyard not only provides a refreshing escape from the Florida heat but also offers endless opportunities for relaxation, entertainment, and exercise. Imagine hosting poolside parties, enjoying a morning swim, or simply unwinding by the water after a long day. With Hollywood Hills' homes with pools, you can have all of this and more right at your doorstep.

In addition to the fantastic pool amenities, Hollywood Hills boasts a convenient location. Residents have easy access to major highways, excellent schools, shopping centers, dining options, and entertainment venues. The beautiful Hollywood Beach is just a short drive away, offering miles of pristine sandy shores and a vibrant boardwalk.

If you're looking for a place where you can enjoy the best of Florida living, Hollywood Hills with its homes with pools is the perfect choice. Don't miss the opportunity to be a part of this thriving community and experience the ultimate in comfort, luxury, and relaxation.

Newest Hollywood Hills Homes with Pool

$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
$1,189,000
5 Beds ⋅ 5 Baths ⋅ A12059811 MLS ⋅ 33021 Zip Code ⋅ Hollywood Hills BLDG.
Discover the ultimate resort-style lifestyle in Hollywood Hills, Florida! This exceptional private resort offers 2,840 sq. ft. of air-conditioned living space and approximately 3,499 sq. ft. of combined indoor and covered living and entertainment areas. The versatile layout features 5 bedrooms and 4.5 bathrooms, including two private en-suite bedrooms offering excellent comfort and privacy. The flexible fifth bedroom can also function as a family room, office, media room, game room, or additional entertainment space. Step outside into a tropical paradise designed for year-round enjoyment and unforgettable gatherings. The spectacular backyard features an oversized covered gazebo, heated pool, hot tub, outdoor kitchen, covered dining and lounge areas, and multiple entertainment spaces surrounded by lush landscaping and privacy. Whether relaxing by the pool or entertaining under the stars, this private resort delivers the ultimate South Florida lifestyle. Ideally located near the Hard Rock Hotel & Casino, beaches, Downtown Hollywood, shopping, dining, highways, and Fort Lauderdale–Hollywood International Airport. Perfect for a family seeking a private resort or an investor looking for a turnkey property currently operating successfully as a short-term rental. Schedule your private tour today!

5500 Fillmore St, Hollywood
$719,999
3 Beds ⋅ 2 Baths ⋅ A12059140 MLS ⋅ 33021 Zip Code ⋅ Hollywood Hills BLDG.
Beautifully renovated 3BR/2BA home in the heart of Hollywood Hills! This move-in-ready gem features a stunning updated kitchen with stainless steel appliances and a spacious island perfect for cooking and entertaining. Enjoy your private backyard oasis with a sparkling pool, sitting area, tree house, and storage shed. A charming circle driveway adds curb appeal and convenience. Prime location just off I-95 — 10 min to the beach, 10 min to Fort Lauderdale Airport, and 5 min to either I-95 or the Florida Turnpike. Walking distance to parks, public transportation, houses of worship, and shopping. The perfect blend of style, comfort, and location. Won't last!

3338 Cleveland St, 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
$1,375,000
5 Beds ⋅ 4 Baths ⋅ A12057710 MLS ⋅ 33021 Zip Code ⋅ Hollywood Hills BLDG.
Incredible One-story house for sale.UNIQUE OPPRTUNITY! 5 BR 4 BA / ADDITIONAL APARTAMENT WIH 1/1- LOTS OF SPACE! Ejoy the large open kitchen with stainless steel appliances. Includes a family room with wet bar overlooking the patio and enormous pool, a massive 14,000 square foot backyard with ample roofer additions and potential for boat/ RV storage or sports fields, and a two- car garage that converts to a studio. High impact windows, quartz countertops.This centrally located home is within walking distance to entertainment, schools, parks, playgrounds and shopping centers. Just ten minutes from the newly built Hard RockHotel & Casino, Hollywood Beach.

5001 Madison St, Hollywood
$1,250,000
3 Beds ⋅ 4 Baths ⋅ A12054642 MLS ⋅ 33021 Zip Code ⋅ Hollywood Hills BLDG.
Welcome to this renovated,modern pool home on an oversized, corner lot in Hollywood Hills. This 2390SF under AC home features 3 spacious bedrooms and 3.5 bathrooms, each bedroom offers the comfort and privacy of its own en-suite bath. The home's open and contemporary layout is designed for both elegant entertaining and everyday living, with stylish interiors that seamlessly blend comfort and luxury. In addition to the three bedrooms, the property boasts two additional rooms currently utilized as a home office/music room and an expansive, wardrobe/dressing room. These flexible spaces can easily be converted into a fourth and fifth bedroom, providing endless possibilities to accommodate a growing family, guests, or additional work-from-home needs. Head outside to your private backyard oasis, where a sparkling pool creates the perfect setting for relaxation and entertaining. Whether hosting friends or enjoying a quiet evening at home, this remarkable property offers the ultimate South Florida lifestyle. This move-in-ready masterpiece combines luxury, location, and flexibility in one extraordinary package. Don't miss the opportunity to make this Hollywood Hills gem your forever home located a short distance from A-rated, Hollywood Hills Elementary, Memorial Regional Hospital and several houses of worship. Thoughtfully renovated from top to bottom, this stunning residence showcases ultra-modern design, sophisticated finishes, and impeccable attention to detail throughout.

3701 Mckinley St, Hollywood
$820,000
3 Beds ⋅ 2 Baths ⋅ A12054604 MLS ⋅ 33021 Zip Code ⋅ Hollywood Hills BLDG.
Welcome to this beautifully updated and recently remodeled 3-bedroom, 2-bathroom single-family home featuring a screened spa-style pool, located in the heart of Hollywood, just minutes from the Hard Rock Casino, major highways, shopping, dining, and the beach. The home offers a NEW ROOF (2024) and a NEW A/C system, providing peace of mind to the new owner. The expansive fenced backyard offers privacy, tranquility, and lush landscaping—ideal for outdoor entertaining and family enjoyment. Ample parking space and excellent curb appeal. Move-in ready, perfect as a primary residence or investment opportunity. Easy to show—schedule your private tour today!

312 N Luna Ct, Hollywood
$1,250,000
4 Beds ⋅ 3 Baths ⋅ B26050873 MLS ⋅ 33021 Zip Code
Welcome to this one-of-a-kind tropical retreat in the highly desirable Hollywood Hills. Situated on an oversized double lot on a quiet street, this beautifully remodeled residence offers the perfect blend of luxury, privacy, and resort-style living. The open-concept floor plan features Italian porcelain flooring throughout and a custom-designed kitchen with exotic quartzite countertops, stainless steel KitchenAid appliances, dual wall ovens, warming drawer, gas cooktop, abundant cabinetry, and a two pull-out pantries. The spacious layout includes three bedrooms in the main home plus a private in-law suite with its own private entrance and full bath, ideal for guests, extended family, a home office, or a second primary bedroom suite. The primary bathroom was fully remodeled this year 2026. Step outside into an extraordinary backyard oasis unlike anything else in Hollywood Hills. This home was made for entertaining. A saltwater pool surrounded by Chicago brick pavers serves as the centerpiece of this lush tropical paradise. Featuring an elegant outdoor kitchen (2025) and cabana bathroom. The centerpiece is a magnificent 50 year-old banyan tree providing natural shade and a breathtaking setting for outdoor entertaining. Wander through professionally designed gardens featuring exotic trees, a tranquil tropical fish pond, dramatic black stone accents, and a spectacular three-tier Massarelli fountain. Nature lovers will appreciate the dedicated butterfly and hummingbird gardens, attracting hundreds of butterflies in the spring and hummingbirds throughout the season. Additional features include, natural gas generator (2025), new Trane A/C under warranty (2020), saltwater pool with new pump, updated electrical throughout the entire house, outdoor professional sound with WiFi, 2 storage sheds, irrigation system with three zones and over 50 independent heads. enchanting illumination at night from the landscape lighting. This exceptional property offers a rare opportunity to own a private sanctuary while being conveniently located just minutes from the beach, major highways, hospitals, places of worship, schools, and more.

4201 Fillmore Street, Hollywood
$769,900
3 Beds ⋅ 2 Baths ⋅ B26050863 MLS ⋅ 33021 Zip Code
BEAUTIFUL 3 BED/ 2 BATH POOL HOME SITUATED ON AN OVERSIZED PREMIUM 11,074 sq ft CORNER LOT w/ A LARGE 525 sq ft 2-CAR GARAGE! NEW ROOF 2025!! BEAUTIFUL BRIGHT & OPEN LAYOUT W/ NEW TILE FLOORS THROUGHOUT,GORGEOUS HIGH QUALITY EUROPEAN STYLE KITCHEN CABINETS W/ A LARGE COOKING ISLAND AND INDUCTION STOVE. ALL FRENCH DOORS LEAD OUT TO POOL AREA WITH EXPANSIVE 444 sq ft COVERED PATIO!GREAT FOR ENTERTAINING! A/C 2019, TANKLESS WATER HEATER,IMPACT GARAGE DOOR,NEW OVERSIZED WASHER AND DRYER,RARE OPPORTUNITY TO HAVE 2 DOUBLE GATES ON BOTH SIDES OF THIS HUGE LOT W/ ROOM FOR A BOAT, RV, JET SKIS,ETC! MANY POSSIBILITIES! INCREDIBLE LOCATION! LOCATED NEXT TO PLACES OF WORSHIP, EXCELLENT TOP RATED SCHOOLS,SHOPPING,RESTAURANTS,MAJOR HIGHWAYS & MORE! JUST NEEDS A FEW FINISHING TOUCHES. PRICED ACCORDINGLY

4601 W Hawthorne Circle, Hollywood
$799,000
3 Beds ⋅ 2 Baths ⋅ A12040316 MLS ⋅ 33021 Zip Code ⋅ Hollywood Hills BLDG.
Great pool home in the heart of Hollywood Hills! This 3-bedroom, 2-bath pool home sits on a private corner lot behind a circular driveway and lush, mature landscaping that creates a true tropical retreat. Step inside to an open floor plan that flows effortlessly from living space to a spacious kitchen with an eat-in area and stainless steel appliances — ideal for everyday living and easy entertaining. Florida room for extra living area. The split bedroom plan offers privacy, and both baths have been tastefully updated. Outside, your own backyard oasis awaits: a sparkling pool, a tiki hut, and a fully fenced yard designed for great family and friend events. Within walking distance of Chaminade-Madonna College Prep, with quick access to major highways, FLL Airport, Hard Rock Hotel & Casino, area beaches, and houses of worship. Hollywood Hills living at its best — schedule your showing today!

5300 Fillmore St, Hollywood
$799,000
3 Beds ⋅ 3 Baths ⋅ A12044378 MLS ⋅ 33021 Zip Code ⋅ Hollywood Hills BLDG.
This Bright & Spacious 3-bedroom, 3-bathroom home in Hollywood Hills offers a versatile floor plan anchored by a generous primary suite pairs with an open-concept kitchen-to-family-room layout that's ideal for everyday living and entertaining alike. Out back, your private pool and a detached flex space — ready for your home office, gym, or studio setup — set this property apart. Additional highlights include dual-zone A/C, an updated 200-amp panel, partial impact windows, accordion shutters, an indoor laundry/utility room, and fruit trees on the property. Conveniently located near major hospitals, schools, and houses of worship. Private showings available — schedule yours today.

4311 Hayes St, Hollywood
$899,000
4 Beds ⋅ 2 Baths ⋅ B26044963 MLS ⋅ 33021 Zip Code
Beautiful 4/2 home offers 2,569 sqft of comfortable living space in the heart of Hollywood. The home combines timeless pride of ownership with updates that WOW. Laminate and tile floors, knockdown ceilings, and an updated kitchen design make it both functional and inviting. With a beautiful pool area that creates the perfect tropical backdrop for gatherings. Full hurricane protection, metal roof & updated PVC plumbing provide peace of mind. A convenient circular drive gives ample parking. Located near Joe DiMaggio and Memorial Regional Hospital, this home offers easy access to major highways, shopping, dining, parks, and the beautiful beaches that make South Florida such a desirable place to call home! This is your opportunity to own a spacious home with endless potential to make your own!

4921 Jackson Street, Hollywood
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