Hollywood Hills Homes with Pool View

Hollywood Hills Homes with Pool View

Welcome to Hollywood Hills, a vibrant and inviting subdivision nestled in the heart of Hollywood, Florida. Known for its lush landscaping and serene atmosphere, Hollywood Hills is a hidden gem that offers a perfect blend of suburban tranquility and urban convenience. This charming neighborhood is characterized by its diverse architecture, with homes that exude warmth and character, making it an ideal place for families, retirees, and everyone in between.

One of the standout features of Hollywood Hills is its stunning homes with pool views. Imagine waking up each morning to the gentle sound of water lapping against the pool's edge, surrounded by swaying palm trees and the warm Florida sun. Many properties in this subdivision boast private backyards that not only provide a refreshing oasis but also create an inviting space for entertaining friends and family. Whether you’re hosting a summer barbecue or enjoying a quiet evening under the stars, these homes with pool views offer the ultimate in relaxation and leisure.

Living in Hollywood Hills means you’re just a short drive from the beautiful beaches of Hollywood, as well as a variety of shopping, dining, and entertainment options. With its friendly community vibe and convenient location, Hollywood Hills truly embodies the best of South Florida living. If you’re seeking a home that combines comfort, style, and a touch of luxury, look no further than the delightful offerings in this enchanting neighborhood. Come discover your dream home in Hollywood Hills today!

Newest Hollywood Hills Homes with Pool View

$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 ⋅ 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
$1,250,000
3 Beds ⋅ 4 Baths ⋅ A12054642 MLS ⋅ 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 ⋅ 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
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
$899,000
4 Beds ⋅ 2 Baths ⋅ B26044963 MLS
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
$714,990
4 Beds ⋅ 2 Baths ⋅ A12038510 MLS ⋅ Hollywood Hills BLDG.
Welcome to 4519 Monroe Street, a beautiful oasis in the heart of Broward County’s Hollywood Hills neighborhood. Whether you’re moving to Florida for the first time, or looking for the perfect poolside home, 4519 is the right fit for you. Step inside and discover a bright and welcoming interior featuring spacious living areas, abundant natural light, and a thoughtful layout designed for everyday living and entertaining. The property boasts a generously sized yard with plenty of room for outdoor enjoyment and poolside relaxation. Ideally located just minutes from the Hollywood Beach Boardwalk, major highways, Fort Lauderdale International Airport and Memorial Regional Hospital, this home provides convenient access to everything South Florida has to offer. Whether you're seeking a primary residence or a vacation home 4519 Monroe presents an outstanding opportunity to own a piece of South Florida. *Do not disturb Tenant*

4519 Monroe St, Hollywood
$725,000
4 Beds ⋅ 2 Baths ⋅ A12035057 MLS ⋅ Hollywood Hills BLDG.
One Of A Kind Layout! The Home Features a Permitted Addition that Added 400 SQFT, bringing the Total Living Area to 1,840 SQFT! 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 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
$1,225,000
4 Beds ⋅ 3 Baths ⋅ B26016043 MLS
Located in the heart of Hollywood, this versatile property blends comfort, flexibility, and strong Airbnb potential. The main home offers 4 bedrooms, 3 baths, plus a dedicated office that can easily convert into a 5th bedroom—ideal for larger households or maximizing rental use. Perfect for multigenerational living, the property features a detached ADU above the garage—a fully private apartment with its own kitchen, living area, and bedroom, making it ideal for extended family or generating Airbnb/long-term rental income. Major systems include ~7 year old roof, ~2 year old water heater, ~7 year old AC unit, and a completed whole-property termite tenting (November, 2025) for added peace of mind. Resort-style backyard with a pool, no HOA and a prime location just minutes from Hollywood Beach Broadwalk, highways, and FLL Airport, this home checks every box for both lifestyle and investment.

4734 Jefferson Street, Hollywood
$1,137,500
4 Beds ⋅ 3 Baths ⋅ A12016331 MLS ⋅ Hollywood Hills BLDG.
LARGE & OPEN 4 BEDROOM & 3 BATH HOME WITH SPACIOUS PATIO ALMOST 2500 SQ FT UNDER AC SINGLE FAMILY HOME. LOVELY FINISHES. PERFECT FOR ENTERTAINMENT. VERY LARGE AND FULL OF NATURAL LIGHT BEDROOMS. EVERY BEDROOM HAS CLOSET. PRIMARY BEDROOM WITH WALKING CLOSET. FORMAL DINING, LIVING ROOM. OPEN KITCHEN TO FAMILY ROOM, TILED FLOORS & LAMINATED. 2 CAR GARAGE ACCESS THRU ALLEY WITH CIRCULAR DRIVEWAY IN FRONT. EXPANSIVE POOL & POOL AREA WITH COVERED PATIO AND HURRICANE PROOF FRENCH DOORS. BRAND NEW METAL ROOF. IMPACT WINDOWS ACCORDION SHUTTERS. NATURAL GAS STOVE & WATER HEATER. CLOSE TO PLACES OF WORSHIP, PARKS, SHOPS, RESTAURANTS AND GREAT SCHOOLS. GREAT PRIVACY. BRAND NEW METAL ROOF 2024.2024 AC, 2026 REFRIGERATOR * 21.42 KWH SOLAR SYSTEM 2024. PETS OKAY.

633 N Crescent Dr, Hollywood
$745,000
3 Beds ⋅ 2 Baths ⋅ A12008993 MLS ⋅ Hollywood Hills BLDG.
NEW ..Welcome home! This beautiful 3 bedroom 3 bath pool home is filled with natural light and modern touches throughout. The open layout features porcelain tile floors, impact windows and doors, and a bright kitchen with stainless steel appliances, quartz counter tops, and a cozy breakfast bar-great for family meals or morning coffee. You'll love the flexibility of the in-law quarter or guest room, complete with it's own bathroom and private entrance- perfect for visitors or extended family. Step outside and enjoy the sparkling pool and relaxing backyard, ideal for entertaining or unwinding after a long day. located close to shopping , restaurants, the hospital , and the airport! This home offers both comfort and convenience in one great package.

609 S Crescent Dr, Hollywood
$975,000
3 Beds ⋅ 2 Baths ⋅ A11999623 MLS ⋅ Hollywood Hills BLDG.
Fully renovated and move-in ready pool home in prime Hollywood Hills. This beautifully updated residence offers 3 bedrooms and 2 full bathrooms with a bright, modern open layout and premium finishes throughout. Features include Italian tile flooring, impact windows and doors, new roof, new A/C, complete water filtration system, and a designer kitchen outfitted with custom Spanish cabinetry and high-end Café appliances. Step outside to your private backyard oasis featuring a heated pool, pergola, and expansive entertaining space—perfect for relaxing or hosting year-round. Spacious lot with room for boats, RVs, and jet skis, plus future expansion potential. Ideally located near Memorial Regional, Joe DiMaggio Children’s Hospital, major highways, parks, top schools, Downtown Hollywood, Young Circle, Hard Rock, shopping, dining, and just minutes to the beach. No rental restrictions. Easy to show.

5316 Jackson St, Hollywood
Start Your Search