Hollywood Hills Homes with Pool

Hollywood Hills Homes with Pool

Welcome to Hollywood Hills, a vibrant and sought-after subdivision nestled in the heart of Hollywood, Florida. This charming community is renowned for its lush greenery, friendly atmosphere, and proximity to some of South Florida's most stunning beaches. Hollywood Hills is more than just a place to live; it's a lifestyle that embraces comfort, convenience, and a touch of luxury.

One of the standout features of homes in Hollywood Hills is the abundance of properties boasting private pools. Imagine stepping into your own backyard oasis, where you can unwind under the sun, host lively gatherings, or enjoy serene evenings by the water. These homes with pools not only enhance your living experience but also provide a perfect retreat for families and entertainers alike.

The architecture in Hollywood Hills is diverse, with options ranging from charming single-family homes to modern designs, catering to various tastes and preferences. Each residence is thoughtfully designed to maximize space and natural light, creating warm and inviting environments for you and your loved ones.

In addition to its beautiful homes, Hollywood Hills offers a prime location with easy access to shopping, dining, and recreational activities. You'll find parks, golf courses, and cultural attractions just a stone's throw away, making it easy to enjoy everything this vibrant city has to offer.

Whether you’re looking to buy your first home, upgrade to a larger space, or invest in a property with a pool, Hollywood Hills is the perfect place to make your dreams come true. Come explore the charm and allure of this wonderful community today!

Newest Hollywood Hills Homes with Pool

3 Beds ⋅ 3 Baths ⋅ A12057791 MLS

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 Avenue, Hollywood

3 Beds ⋅ 3 Baths ⋅ B26056695 MLS

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

5 Beds ⋅ 5 Baths ⋅ A12059811 MLS

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 Street, Hollywood

3 Beds ⋅ 2 Baths ⋅ A12059140 MLS

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 Street, Hollywood

3 Beds ⋅ 2 Baths ⋅ A12059245 MLS

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 Street, Hollywood

5 Beds ⋅ 4 Baths ⋅ A12057710 MLS

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 Street, Hollywood

3 Beds ⋅ 4 Baths ⋅ A12054642 MLS

Welcome to this renovated,modern pool home on an oversized, corner lot in Hollywood Hills. This 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, the property boasts two additional rooms: one which is currently utilized as a home office/music room and the other as an expansive, wardrobe/dressing room/laundry. These flexible spaces can easily be converted into fourth and fifth bedrooms, providing you endless possibilities to accommodate a growing family, guests and/or work-from-home needs.Head outside into 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 and a great location and is located a short distance from A-rated, Hollywood Hills Elementary, Memorial Regional Hospital, renowned Joe DiMaggio's Children's Hospital and several Houses of Worship.

3701 Mckinley Street, Hollywood

3 Beds ⋅ 2 Baths ⋅ A12054604 MLS

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 Court, Hollywood

4 Beds ⋅ 3 Baths ⋅ B26050873 MLS

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

3 Beds ⋅ 2 Baths ⋅ A12040316 MLS

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 Street, Hollywood

3 Beds ⋅ 2 Baths ⋅ A11925581 MLS

Welcome to this charming corner-lot home in the heart of Hollywood! This well-maintained property features a bright and open layout, spacious bedrooms, and an update kitchen perfect for everyday living. Enjoy a large fence yard ideal for entertaining and also equipped with in-law quarter and a pool. The home offers plenty of natural light, tile flooring throughout, and ample parking including a driveway and additional street parking. The home has a built-in movie theater room. Conveniently situated just minutes from major highways, Hard Rock Casino, shopping, restaurants, schools, and Hollywood Beach. Whether you're a first-time buyer or an investor looking for a strong rental opportunity, this property is a must see

5500 Buchanan Street, Hollywood

4 Beds ⋅ 3 Baths ⋅ A12042384 MLS

Welcome to this beautiful One-Story single family residence in Hollywood Hills, one of the best areas in Florida. This 4 bedrooms/3 bathrooms on oversize corner lot with a great pool, marble floors, 2 masterbedrooms, laundry room, great open floor plan, screened area at backyard. Lot of space at driveway to park several cars. Excellent location. Walking distance to A-Rate Hollywood Hills Elementary School.

3338 Taft Street, Hollywood

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