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 ⋅ 2 Baths ⋅ A12095477 MLS

Some homes just feel right the moment you walk in.This truly turnkey Hollywood Hills home has been thoughtfully updated for comfortable, modern South Florida living. From the moment you step inside, you’ll notice the attention to detail, with a custom-designed kitchen, stylish finishes, and a bright, open layout that flows effortlessly into the outdoor living space.Major improvements have already been taken care of, including a metal roof, impact windows and doors, and new PVC plumbing.Outside, the private backyard is made for enjoying the South Florida lifestyle, with a sparkling pool and covered space perfect for entertaining, dining, or simply relaxing.The location adds even more appeal, with restaurants, shopping, major highways, and the beach nearby, plus walking distance to local synagogues and a strong community atmosphere.A home that’s been updated, cared for, and is ready to enjoy from day one.Come see what makes this one different.

3920 Hayes Street, Hollywood

3 Beds ⋅ 2 Baths ⋅ A12089362 MLS

Welcome to the Hollywood Hills lifestyle—beautifully renovated, move-in ready, and designed for enjoying South Florida living! This inviting 3BR/2BA pool home blends a fresh 2026 transformation with the warmth and character of an established neighborhood. At its heart is a stunning custom kitchen featuring premium 1¼-inch Radianz quartz countertops, soft-close cabinetry with thoughtful storage, an InstaView refrigerator with Craft Ice, a convection/air-fry range, new appliances, and recessed LED lighting. New Lifeproof waterproof luxury vinyl plank flooring, baseboards, interior paint, lighting, fans, and updated baths create a fresh, cohesive feel throughout. Major improvements include a 2024 A/C, impact windows in front, hurricane panel protection in the back, a 2025 termite treatment, a 2026 commercial-grade sprinkler pump, a 2026 pool pump, and a 2021 PVC privacy fence. Step outside to your private retreat with a pool & spa, built-in BBQ, and an expansive 492 SF screened patio—perfect for morning coffee, weekend gatherings, or relaxing after a long day. Looking for more space? The screened patio and 2-car garage offer exciting possibilities for future living-area expansion, subject to permitting. Add plantation shutters, municipal sewer, underground utilities, a renovated garage, and new W/D, and you have a home ready for its next chapter. Come experience why living in Hollywood Hills feels like home.

5206 Garfield Street, Hollywood

3 Beds ⋅ 2 Baths ⋅ B26080125 MLS

Beautifully maintained 3-bedroom, 2-bath single-family pool home in the heart of Hollywood! Situated on an oversized, fully fenced lot, this home features a heated saltwater pool resurfaced in 2022,perfect for year-round Florida living. Major updates include a 2020 roof, 2021 A/C, impact windows and doors, and a mosquito misting system installed in 2025. Enjoy tile flooring throughout with laminate in the living room, stainless steel appliances, and a gas line in the house for your choice of use. The third bedroom is currently used as an office with a Murphy bed, offering great flexibility. Two water heaters (2013 & 2016). NO HOA! Prime location near Hard Rock, major highways, hospitals, shopping, dining, and entertainment. Move-in ready and a must-see! First showing start on 09/27 1-3PM.

720 N CRESCENT Drive, Hollywood

5 Beds ⋅ 3 Baths ⋅ B26078381 MLS

very large house in prime area, close to places of Worship, I95, and 441, oversized garage, open and airy house with pleanty of natural light, Corner property on a double lot, with a tropical back yard, Circular driveway, Tropical back yard off the game room, Owner rents it as a AIRBNB and property is in very good condition,

4318 TAYLOR Street, Hollywood

4 Beds ⋅ 3 Baths ⋅ A12089359 MLS ⋅ Hollywood Hills BLDG.

Turnkey Hollywood Hills pool home with about 1900 Sq ft of living space, completely remodeled and ready for its new owner! Bright, modern interiors feature impact glass windows, contemporary finishes, a beautifully updated kitchen with a brand-new refrigerator and cooktop, and spacious living areas filled with natural light. Major upgrades include plumbing and electrical completed in 2019, roof replaced in 2020, and pool completed in 2024. Enjoy a private backyard perfect for entertaining and South Florida living. Connected to city sewer—no septic system to worry about. Ideally located near hospitals, major highways, schools, shopping, and dining, approximately 2 miles from Downtown Hollywood and less than 3 miles from the Hollywood Beach Boardwalk. Move-in ready with the big-ticket improvements already completed!

401 S Highland Drive, Hollywood

3 Beds ⋅ 2 Baths ⋅ B26071099 MLS

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 - -close to the Hard Rock and Beaches - Centrally located - -priced right for quick sale - -truly a must see - - wont last long at this price..................

5501 MONROE Street, Hollywood

4 Beds ⋅ 2 Baths ⋅ A12080752 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

4 Beds ⋅ 4 Baths ⋅ A12074631 MLS

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 Street, Hollywood

3 Beds ⋅ 2 Baths ⋅ B26067422 MLS

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 Back parking for an RV or boat.

3932 ADAMS Street, Hollywood

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

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

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

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