Hollywood Hills Homes with Pool

Hollywood Hills Homes with Pool

Welcome to Hollywood Hills, a vibrant and picturesque subdivision nestled in the heart of Hollywood, Florida. This charming community is renowned for its lush landscapes, tree-lined streets, and a warm sense of community that makes it a perfect place to call home. With its prime location in Broward County, Hollywood Hills offers residents easy access to the bustling attractions of South Florida, including stunning beaches, shopping, dining, and entertainment options.

One of the standout features of homes in Hollywood Hills is the presence of private pools, allowing residents to enjoy the Florida sunshine in the comfort of their own backyards. Imagine sipping your morning coffee poolside or hosting summer barbecues with friends and family while basking in the warm glow of the sun. These homes are designed for relaxation and enjoyment, offering a perfect blend of indoor and outdoor living spaces.

The diverse range of architectural styles in Hollywood Hills caters to various tastes, from modern designs to classic Florida charm. Many homes feature spacious layouts, updated kitchens, and expansive yards, perfect for families or those who love to entertain. The community is also known for its friendly neighbors and a welcoming atmosphere, making it easy to forge lasting connections.

Whether you're seeking a tranquil retreat or a lively neighborhood filled with activity, Hollywood Hills has something for everyone. Come explore this hidden gem in Broward County, where your dream home with a pool awaits!

Newest Hollywood Hills Homes with Pool

$749,000
4 Beds ⋅ 2 Baths ⋅ A12060527 MLS
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 Street, Hollywood
$725,000
4 Beds ⋅ 2 Baths ⋅ A12072399 MLS
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 Avenue, Hollywood
$1,149,999
4 Beds ⋅ 3 Baths ⋅ A12070133 MLS
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 Avenue, Hollywood
$650,000
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
$1,275,000
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
$1,189,000
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
$709,999
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
$870,000
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
$1,375,000
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
$1,250,000
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
$820,000
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
$1,250,000
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
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