Hollywood, FL Homes for Sale between $2,000,000 to $25,000,000

Hollywood, FL Homes for Sale between $2,000,000 to $25,000,000

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Hollywood, FL Homes for Sale Between $2,000,000 to $25,000,000

$2,299,000
4 Beds ⋅ 5 Baths ⋅ A11996327 MLS ⋅ 33019 Zip Code ⋅ Hollywood Lakes Section BLDG.
A new chapter begins for award-winning “Casa Juan” (circa 1924), a Mediterranean Revival masterpiece in the heart of Hollywood Beach. Fully restored, reimagined, and thoughtfully expanded, this iconic estate blends historic character with refined modern living. Featuring 4 spacious king suites including a private primary suite addition and 5 beautifully appointed bathrooms. The 3,700 sq. ft. main residence is complemented by a private, fully equipped pool house, all thoughtfully designed on one level for seamless indoor-outdoor living. Original architectural details—fireplaces, hardwood floors, and soaring pecky cypress beam ceilings—are preserved and elevated with designer finishes and curated lighting throughout. Set on a rare double lot, surrounded by lush, estate-like privacy on prestigious palm-lined Tyler Street. Ample parking for 4+ vehicles. Entertain with ease in expansive living and dining areas, a custom bar, chef’s kitchen with Italian cabinetry and premium Miele & GE appliances, plus dedicated library and music rooms. Resort-style outdoor living includes a large pool, outdoor shower, Balinese stone soaking tub, covered loggia, and a one-of-a-kind rooftop deck. Impact windows and doors throughout. Walk to the beach, golf, and downtown Hollywood. A rare gem in the heart of Hollywood Beach.

1321 Tyler St, Hollywood
$2,895,000
6 Beds ⋅ 6 Baths ⋅ A12011373 MLS ⋅ 33019 Zip Code ⋅ Three Islands 3rd Section BLDG.
Stunning 6BR/5.5BA home in the exclusive guard-gated Harbor Islands community! This spacious residence features a bright open layout, hurricane impact windows & doors, and exceptional privacy. The massive primary suite is a true retreat, offering expansive proportions and two walk-in closets. Generous living areas and a private outdoor setting perfect for entertaining or relaxing. Enjoy resort-style amenities including pool, gym, tennis & pickleball courts, marina, clubhouse, and 24/7 security. Prime location just minutes to beaches, dining, shopping, and major highways. A rare opportunity—priced to attract strong interest. Easy to show! PS: Current furniture is different than shown in pictures. Also available for rent.

1480 Windjammer Way, Hollywood
$2,549,777
5 Beds ⋅ 4 Baths ⋅ A12007706 MLS ⋅ 33019 Zip Code ⋅ Three Islands 3rd Section BLDG.
Welcome to a truly one-of-a-kind coastal retreat—this exceptional WATERFRONT 2 story estate, once owned by the legendary Joe DiMaggio, blends timeless prestige with modern luxury. Nestled in the exclusive GATED community of HARBOR ISLANDS (east Hollywood), this 5/4 POOL home offers an unparalleled lifestyle with access to resort-style amenities including tennis courts, a resort-style community pool, state-of-the-art fitness center, private marina, 24 hour security, pickleball, etc. The main residence features 4 spacious bedrooms & 3 full bathrooms. High ceilings in the entire house. Adding to the appeal is a separate GUEST HOUSE with its own private bedroom & bathroom (5th bedroom/4th bathroom).The property also boasts a 3-car paved driveway and a rare PRIVATE 40ft BOAT DOCK with a 20,000 BOAT LIFT, making it a dream for boating enthusiasts! Maintenance fees include cable, WiFi, landscaping, pool cleaning, alarm system, 24 hr manned security, & all amenities. Centrally located with less than 2 miles to the BEACH, 15 min to Ft Lauderdale airport and close to all grocery stores/shops. A rare opportunity to own a WATERFRONT home in this exclusive community at an exceptional value. The listing agent is the owner of the house.

1141 Waterside Ln, Hollywood
$5,779,000
6 Beds ⋅ 7 Baths ⋅ A12007036 MLS ⋅ 33019 Zip Code ⋅ Three Islands 3rd Section BLDG.
One-of-a-kind house located on a quiet street in "Harbor Estates," the most sought-after neighborhood in the Harbor Islands. One of the best waterfront lots in the community, featuring a custom-built dock that accommodates a large boat. This 6-bedroom, 6.5-bath custom home features exceptional amenities, including a spectacular master suite with a private balcony overlooking the pool and a broad water view, as well as a 3-car garage. The home sits on a 16,110 sf lot. Enjoy amenities and 24-hour security. Steps to a 20-acre park with biking and jogging trails. This luxury waterfront community features a marina, clubhouse, parks, tennis, basketball, and pickleball courts, 24-hour security patrol, and a fitness center. Unlimited guest parking.

1260 Harbor Ct, Hollywood
$3,500,000
A12004514 MLS ⋅ 33019 Zip Code ⋅ Hollywood Central Beach BLDG.
Prime development opportunity on a rare double lot with 80 ft of frontage, located just steps from the beach in one of Hollywood’s most desirable coastal areas. Property consists of two existing structures(318-320 Walnut st) and offers strong redevelopment potential. The property offers strong potential for 3 townhomes or other development, with permits currently in process, subject to buyer's due diligence and municipal approvals.

318 Walnut St, Hollywood
$2,255,000
A12003504 MLS ⋅ 33020 Zip Code ⋅ Hollywood Little Ranches BLDG.
Rarely available 10-unit multifamily property in the heart of Hollywood, Florida — fully occupied, cash-flowing from day one, and priced extremely competitively. Comprising two well-maintained buildings totaling 7,445sq.ft. on a generous 20,060sq.ft. lot, this asset delivers immediate NOI of $158,414 annually, 7.03% Cap Rate and meaningful rent upside still on the table. The unit mix — seven 1BR/1BA, two 2BR/1BA and one 3BR/2BA — attracts a broad renter demographic, reducing vacancy risk across market cycles. Both buildings received a new roof and new wall AC units, dramatically reducing near-term capex exposure and making this a true turnkey acquisition. The location is exceptional. Situated just blocks from Downtown Hollywood's vibrant ArtsPark and restaurant corridor, and only 7 minutes from the award-winning Hollywood Beachfront Broadwalk, demand for rentals here is structural and persistent. Fort Lauderdale–Hollywood International Airport (FLL) is 15 minutes away, and easy I-95 access puts Miami in 25 minutes and Boca Raton in 30 minutes. Zoned DH-2, the site permits up to 4 stories and 45 feet in height — giving a future owner optionality to redevelop at higher density as Hollywood's Downtown corridor continues its rapid appreciation trajectory. Twenty stacked parking spaces are a premium differentiator in this urban submarket. Virtual staging incorporated in the listing photos. For more information and to schedule a showing, please call today!

2206 Fillmore St #1-10, Hollywood
$2,200,000
A12002398 MLS ⋅ 33020 Zip Code ⋅ Hollywood Little Ranches BLDG.
Prime development opportunity in the heart of Hollywood. 2202 Van Buren St is a shovel-ready development site planned for 39 residential units, situated on a 20,501 SF lot, and offering a projected pro forma Gross Operating Income (GOI) of $1.3M. This is a rare opportunity for investors or developers to step into a fully entitled project with strong upside in a rapidly growing market. Ideally located just minutes from Downtown Hollywood, the site provides convenient access to major highways including I-95 and US-1, is approximately 10 minutes from Fort Lauderdale-Hollywood International Airport, and less than 15 minutes to Hollywood Beach. Surrounded by strong rental demand, retail, dining, and employment centers, the location supports long-term growth and value appreciation.

2202 Van Buren St, Hollywood
$2,500,000
A12002669 MLS ⋅ 33020 Zip Code ⋅ Hollywood Little Ranches BLDG.
APPROVED PROJECT! SHOVEL-READY! Not only site plan approved. Ready to break ground! Jumpstart your development with this shovel-ready project. Reap the benefits of 1 year of site planning, zoning clearances, and 2 years of back and forth with the Bldg Department to approve the construction drawings. Only fees and subcontractor permit applications remain. Ready for issuance and Immediate Construction! No more waits with approvals; get your construction permit & start building. Modern 30-Unit Apartment Complex: 21 1b/1b and 9 2b/2b units tailored for today's living - Space for home office, gym, and pet care. Located just 10 mins from Hollywood Beach and 15 mins from Aventura Mall and Fort Lauderdale Airport. A prime investment awaits!

2239 Washington St, Hollywood
$3,800,000
B26016361 MLS ⋅ 33020 Zip Code
Vacant 12,013 SF flex/industrial warehouse with mezzanine offering immediate occupancy and significant redevelopment upside in the heart of East Hollywood. Situated on a 14,176 SF lot with DH-3 zoning, this property allows for high-intensity mixed-use development with potential for up to 10 stories (140 ft) and FAR up to 3.00. Ideal for owner-users or investors seeking a well-located asset with retail frontage and true warehouse functionality. Permitted uses include retail, showroom, office, medical, restaurant, service, and flex/industrial, with potential for mixed-use or residential above (subject to approvals). Key features include 3-phase power, recently replaced roof, air-conditioned warehouse, and security system.

1800 N Dixie Highway, Hollywood
$4,250,000
A11994603 MLS ⋅ 33020 Zip Code
Rare opportunity to acquire a 48-unit mixed-use property at 1610 N Dixie Hwy in Hollywood at a true value-add price. The asset consists of apartments, office, retail, and storage across a 27,393 SF lot with DH-3 zoning, allowing for redevelopment potential of approximately 90 residential units or alternative uses such as warehouse. The current unit mix includes 41 studio apartments, 2 one-bedroom/one-bath units, 3 office spaces, 1 retail store, and 1 storage unit. Only 13 units are currently occupied, with the majority vacant and requiring full rehab, creating a significant upside opportunity for investors looking to reposition or redevelop. The property is being sold with existing liens/violations and is priced accordingly for a cash-only buyer. Located just minutes from I-95, Fort Lauderdale-Hollywood International Airport, Downtown Hollywood, Young Circle, and the beaches. Opportunities like this rarely hit the market at this basis. priced to move quickly!

1610 N Dixie Hwy Unit #1-48, Hollywood
$3,100,000
3 Beds ⋅ 4 Baths ⋅ A11998548 MLS ⋅ 33019 Zip Code ⋅ Trump Hollywood BLDG.
Gorgeous, high floor, direct ocean views await you in this fully furnished apartment featuring 3 large bedrooms, 3.5 bathrooms and den with spacious closets throughout. Private elevator entrance opens to spectacular ocean views, white glass floors and elegant design and furnishing. The unit Includes wine fridge, breakfast bar and blackout curtains in the bedrooms. Trump Hollywood offers beach access and luxurious amenities: beautiful pool, fitness & spa center, tennis and basketball courts, wine and cigar lounges and 24hr concierge and valet services.

2711 S Ocean Dr Unit #2803, Hollywood
$2,995,000
4 Beds ⋅ 5 Baths ⋅ A11996030 MLS ⋅ 33019 Zip Code ⋅ Apogee Beach Condominium BLDG.
Exceptional 4-bedroom, 5-bathroom + den oceanfront residence offering a true front-row seat to the Atlantic, with breathtaking, unobstructed views of both the ocean and Intracoastal. From spectacular sunrises over the water to glowing city sunsets, every space is thoughtfully designed to impress. Floor-to-ceiling impact glass and a flow-through layout flood the interiors with natural light, while the expansive terrace provides the perfect setting for seamless indoor-outdoor living, entertaining, or quiet relaxation above the coastline. Featuring a gourmet chef’s kitchen with premium appliances, custom cabinetry, and refined finishes that flow effortlessly into spacious living and dining areas. Generously sized bedrooms with en-suite baths ensure privacy and comfort, highlighted by a luxurious primary suite with a spa-inspired bathroom and captivating water views. Located at Apogee Beach Hollywood, a boutique building with only 64 units, residents enjoy an exclusive lifestyle complemented by resort-style amenities including beachfront service, infinity-edge pool, state-of-the-art fitness center, sauna, valet, and 24-hour concierge. Perfectly positioned just minutes from Aventura Mall, Bal Harbour Shops, world-class dining, and Fort Lauderdale-Hollywood International Airport, this is a rare opportunity to secure a premier oceanfront residence in one of Hollywood’s most exclusive addresses.

3951 S Ocean Dr Unit #1803, Hollywood
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