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Highland Beach, FL · Curated MLS Search

Homes with Guest House in Highland Beach, FL

An editorially curated view of every active homes with guest house listing in Highland Beach, FL. Updated in real time from the local MLS, presented without the noise.

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Highland Beach Market — Homes with Guest House Comparison

Live MLS data — citywide vs. Homes with Guest House

Highland Beach
Homes with Guest House
inventory
Active Listings
143
2
Sold (Past 6 Mo.)
99
2
Under Contract
12
1
pricing
Avg. List Price
$2,392,451
$3,147,000
Cost / Sq. Ft.
$832
$1,088
typical home
Living Area
2,061 ft²
2,471 ft²
Avg. Beds
2.4
3.0
Avg. Baths
2.8
4.0
Days on Market
123
144

Homes with Guest House in Highland Beach: Market Data

Data as of (MLS snapshot; listings below update live)

As of October 20, 2026, Mangrove Realty's review of MLS data shows 2 active listings for Highland Beach homes with guest house. Listings like these do not come up often in Highland Beach. These listings made up about 1% of the 143 active listings in Highland Beach, across every property type. At the time, 1 more was pending, and 2 sold in the past six months. In a market this small, a listing alert is the most reliable way to hear about the next one.

Homes with Guest House in Highland Beach, FL, October 20, 2026
MeasureValue
Active listings2
All active listings in Highland Beach, every property type143
Under contract1
Sold, past six months2

Homes with Guest House in other cities

Market questions

How many Highland Beach homes with guest house are on the market?

There were 2 Highland Beach homes with guest house for sale as of October 20, 2026, based on Mangrove Realty's review of MLS data.

How do Highland Beach homes with guest house stack up against other cities?

As of October 20, 2026, there were 2 Highland Beach homes with guest house for sale. In the same search, Palm Beach County had 347 homes with guest house for sale at a median list price of $2,475,000, Broward County had 196 homes with guest house for sale at a median list price of $1,375,000 and West Palm Beach had 59 homes with guest house for sale at a median list price of $2,080,000.

How many Highland Beach homes with guest house sold recently?

2 Highland Beach homes with guest house sold in the six months before October 20, 2026.

How many Highland Beach homes with guest house are pending?

As of October 20, 2026, 1 listing for Highland Beach homes with guest house was under contract.

How do Highland Beach homes with guest house compare with all active listings in Highland Beach?

As of October 20, 2026, there were 2 Highland Beach homes with guest house for sale, out of 143 active listings in Highland Beach across every property type.

Listing data courtesy of the local Multiple Listing Service.

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View All Highland Beach FL Homes with Guest House Listings

3604 S Ocean Boulevard Unit 105, Highland Beach
$899,000
2 Beds ⋅ 3 Baths ⋅ B26075704 MLS ⋅ Highland Beach Club BLDG.
Intracoastal community with deeded beach! Beautiful 2 BR/2.5 BA Highland Beach Club townhome with ATTACHED GARAGE! Split BR floor plan and ensuite guest bedroom. Marble and wood flooring thruout. Open and modern kitchen with granite counters, white cabinets, SS appliances and breakfast bar opens to generous living room and private oversized patio....great for entertaining. Updated baths, full size washer and dryer and plenty of storage in garage. Primary bedroom has a walk in closet, vaulted ceilings, and private balcony. Huge 2nd BR also has vaulted ceilings and private bathroom. This unit is spacious and bright and extremely well maintained with newer A/C and water heater, impact windows and 9' ceilings. Condo fee includes cable, internet and water. Pet friendly and Investor friendly! The Highland Beach Club is a true paradise for beach lovers with tropical and resort like pool on the intracoastal, BBQ's, outdoor dining area, pizza oven, hot tub, pedestrian dock on the intracoastal, gym, sauna, steam room, club house, billiard room, business center and a tennis/pickleball court....every amenity you could want! Private beach is directly across the street. This is 24 hour man gated community located minutes from the fabulous restaurants, shops, movies, fairs, concerts and cultural events in Downtown Delray and Boca's Mizner Park.

3604 S Ocean Boulevard Unit 105, Highland Beach
4101 S Ocean Boulevard, Highland Beach
$27,900,000
7 Beds ⋅ 8 Baths ⋅ B26061047 MLS
Set along 100± feet of direct Atlantic Ocean frontage, this exceptional Bermuda-style estate showcases panoramic ocean views from nearly every room across 11,095± total square feet. Spanning four levels, the residence offers 7 bedrooms, 7 full baths, and 1 half bath, with floor-to-ceiling glass framing breathtaking vistas throughout. The main level is designed for seamless indoor-outdoor living, featuring a spacious living room with a fireplace and walls of sliding glass opening to the 75-foot infinity-edge saltwater pool and the Atlantic Ocean beyond. The adjoining dining area enjoys the same spectacular views, while the updated chef's kitchen is appointed with dual islands, premium appliances, and a breakfast area that flows effortlessly to the covered loggia, outdoor dining area, pool, and private beach access. Also on the main level are a private oceanfront office, a guest suite with a walk-in closet and en suite bath, a powder room, and a laundry area. The third level is anchored by the primary suite, featuring vaulted ceilings, a private oceanfront balcony, dual walk-in closets, and a spa-inspired bath with ocean views, dual vanities, dual water closets, a soaking tub, and a steam shower. Three additional guest suites, each with an en suite bath and walk-in closet, as well as a laundry room with dual washers and dryers, complete the level. The top floor serves as a private retreat, offering a living area, kitchenette, full bath, elevator access, and an oversized balcony with both covered and open-air seating overlooking the Atlantic. The lower level includes a theater room, a bedroom currently configured as a fitness room with a full bath, a storage or hobby room, and a three-car air-conditioned garage. Designed to maximize its extraordinary oceanfront setting, the outdoor living spaces include a 75-foot infinity-edge saltwater pool with a sun shelf and spa, a covered loggia, expansive entertaining areas, and private beach access. Additional highlights include an elevator serving all four levels, a full-house generator, a security system, and a gated entrance.

4101 S Ocean Boulevard, Highland Beach
4203 Tranquility Drive, Highland Beach
$3,400,000
4 Beds ⋅ 4 Baths ⋅ F10405613 MLS
A Boater’s Paradise awaits you! Nestled in the exclusive multi-million dollar Enclave of Bel Lido Isle in Highland Beach conveniently located between Boca Raton and Delray Beach, w/ only 68 homes making it a very desirable neighborhood. This 4 bedroom, 3 bathrooms magnificent home w/ 135 ft of Waterfront Gem Dazzles w/ existing highlights and infinite possibilities to renovate, expand, add a casita guest house or simply start w/ a clean slate. Featuring metal roof, hurricane impact windows, doors and garage, approved architectural pool and patio deck plans and permits, wine room, finished front drive way with pavers, lavish landscaping, 135 ft of waterfront, 0.2882 acres / 12,553 sq ft lot with private beach access.

4203 Tranquility Drive, Highland Beach
4740 S Ocean Boulevard Unit 1407, Highland Beach
$925,000
2 Beds ⋅ 2 Baths ⋅ R10866840 MLS ⋅ 4740 BLDG.
This unit is leased until October 2023. Buy it now and collect rent until next Season. Breath taking Intracoastal views from this 2 bedroom, 2 bath updated 14th floor apartment . The Apartment has a impact glass doors opening to a 40ft +/- covered patio Accordion Shutters , Granite Countertops , engineered wood floors, upgraded Wood Cabinets, Stainless Steel Appliances and a modified open floor plan. The Guest bathroom has been upgraded with Frameless shower enclosure and tasteful tile and vanity. Braemar Isle, part of Boca Highlands and has every conceivable amenity including a Beach front Club house and Multiple Tennis Courts . , There is a fully equipped gym, Library, Theater, Card Room, Party Room and a local pool downstairs. Boca Highlands has deeded Beach Access & Dockage.

4740 S Ocean Boulevard Unit 1407, Highland Beach
3604 S Ocean Boulevard Unit 101, Highland Beach
$875,000
2 Beds ⋅ 3 Baths ⋅ R10954292 MLS
Highland Beach Corner Townhouse Oasis! Modernly renovated, this 2BR, 2.5BA gem exudes light and brightness. Enjoy the pristine white kitchen featuring stainless steel appliances and quartz counters, vinyl driftwood plank floors on the first floor. Revel in extra windows and the luxury of no adjoining neighbors on one side. Step onto the private patio downstairs and savor the Highland Beach lifestyle. Unwind in the spacious primary bedroom with a private terrace complimented with vaulted ceilings, walk in fitted closet and spa-like bathroom with double sinks. The large ensuite guest room features double closets. Attached garage, full-sized washer and dryer, impact windows, and a newer roof, newer A/C and hot water heater... this haven is move-in ready. Private deeded beach steps away. Great for investors! (can rent right away) Highland Beach Club is a true paradise for beach lovers with tropical and newly renovated resort like pool on the intracoastal, BBQ's, pizza oven, outdoor TV, dining area, hot tub, pedestrian dock on the intracoastal, gym, sauna, steam room, club house, billiard room, business center and a tennis/pickleball court ....every amenity you could want! Private beach is directly across the street. Condo fee includes internet, cable with HBO and water. This is a 24 hour man, PET FRIENDLY, all ages gated community located minutes from the fabulous restaurants, shops, movies, fairs, concerts and cultural events in Downtown Delray and Boca's Mizner Park

3604 S Ocean Boulevard Unit 101, Highland Beach
3594 S Ocean Boulevard Unit 808, Highland Beach
$1,140,000
3 Beds ⋅ 2 Baths ⋅ R10995787 MLS ⋅ 3594 BLDG.
DIRECT OCEAN VIEWS!! Rarely available renovated 3 BR/ 2 BA high floor CORNER condo. Enjoy Spectacular ocean views from your living room, master bedroom and kitchen and intracoastal views from 2 bedrooms. 3rd BR has private entrance to guest bath. Lots of windows (all impact) and closets. Modern white kitchen with new cabinets, SS appl, quartz counters, pantry. A/C 2019, hot water heater 2023. Pet and investor friendly! Highland Beach Club is a true paradise for beach lovers with tropical and resort like pool on the intracoastal, BBQ's, outdoor TV, dining area, hot tub, pedestrian dock on the intracoastal, gym, sauna, steam room, club house, billiard room, business center and a tennis/pickleball court....every amenity you could want! Private beach is directly across the street This is a 24 hour man gated all age community located minutes from the fabulous restaurants, shops, movies, fairs, concerts and cultural events in Downtown Delray and Boca's Mizner Park.

3594 S Ocean Boulevard Unit 808, Highland Beach
3602 S Ocean Boulevard Unit 104, Highland Beach
$1,250,000
3 Beds ⋅ 3 Baths ⋅ B26001803 MLS ⋅ Highland Beach Club BLDG.
Wake up to Intracoastal views and walk to your private beach from this beautifully renovated 3BR/3BA waterfront townhome in the coveted Highland Beach Club. This light-filled residence offers an open layout with stylish driftwood plank floors and a modern kitchen with white cabinetry and SS appliances—perfect for entertaining or relaxed coastal living. A first-floor bedroom and full bath provide ideal guest or office space. Upstairs, both bedrooms feature vaulted ceilings and en-suite baths, while the primary suite opens to a covered balcony overlooking the water—perfect for morning coffee or sunset views. Enjoy 9' ceilings, impact sliders, full-size W/D, newer roof and a private patio with tranquil waterfront scenery. Detached garage available for purchase. Pet and investor friendly! The Highland Beach Club is a true paradise for beach lovers with tropical and resort like pool on the intracoastal, BBQ's, outdoor dining area, pizza oven, hot tub, pedestrian dock on the intracoastal, gym, sauna, steam room, club house, billiard room, business center and a tennis/pickleball court....every amenity you could want! Private beach is directly across the street. This is 24 hour man gated community located minutes from the fabulous restaurants, shops, movies, fairs, concerts and cultural events in Downtown Delray and Boca's Mizner Park.

3602 S Ocean Boulevard Unit 104, Highland Beach
2366 S Ocean Boulevard, Highland Beach
$11,725,000
5 Beds ⋅ 8 Baths ⋅ R11168918 MLS
An extraordinary direct Intracoastal estate in one of the most exclusive waterfront enclaves in Palm Beach County. Located within the highly coveted Highland Beach Direct Estate Section, this property is one of only 20 direct Intracoastal estate lots in this prestigious stretch. These rare residences are known not only for their breathtaking wide water views, but also for their exceptional lot depth and deeded private ocean access directly across the street. A Rare Waterfront Offering set on nearly half an acre, the estate boasts 100 feet of direct Intracoastal frontage; over 200 feet of depth from road to water and spectacular wide water views from nearly every major room. More than 7,300 square feet under air and over 9,300 total square feet, the residence offers a scale and presence. Built by a Renowned Luxury Builder The home was originally constructed by William Wietsma, founder and CEO of Wietsma & Lippolis Construction LLC. Interior Highlights " Two primary suites, one on the ground floor and one on the second level, both offering unobstructed direct Intracoastal views " His and her separate bathroom and closet suites within the primary " Two substantial guest bedrooms " Private guest quarters above the three-car garage, ideal for extended family or staff " Dedicated office " Club room just off the kitchen, ideal for entertaining " Elevator " Dramatic solid concrete stairwell and beautifully designed feature staircase " Custom built-ins, custom closets, and detailed woodwork throughout the entire home " Fully furnished and offered turnkey " High end appliances and integrated audio-visual systems throughout " Full house generator " Gated entry and gated parking for enhanced privacy and security Outdoor Living " Fabulous Florida tropical landscaping " Resort style pool " Summer kitchen designed for seamless outdoor dining " Oversized covered loggias on both the first and second floors, capturing wide water views and coastal breezes The residence showcases solid construction, timeless architecture, and has been professionally maintained since completion. It remains in excellent condition. A buyer has the option to move in immediately and enjoy the home as presented or customize and elevate further over time. The Location Highland Beach is one of the most desirable oceanfront and Intracoastal waterfront communities in Palm Beach County. Known for its limited commercial presence, private police department, and exceptional sense of security and privacy, it offers a refined coastal lifestyle with a true residential feel. Ideally positioned just north of Boca Raton and just south of Delray Beach and vibrant Atlantic Avenue, residents enjoy world class dining, shopping, and entertainment while returning home to tranquility and exclusivity. With extremely limited single-family inventory and only a handful of true direct Intracoastal estate properties with deeded ocean access, 2366 South Ocean Boulevard represents a compelling value in today's luxury waterfront market. This is wide water living at its finest in a location that truly checks every box. All images and visual materials associated with this property, including AI generated images, virtually staged photos, edited images, artist conceptual renderings, maps, site plans, floor plans, and other graphics, are provided solely for illustrative purposes. These representations may not accurately reflect current conditions and are subject to change without notice. No representations or warranties are made regarding the accuracy or completeness of these visual materials. Buyers should not rely solely on these materials and are responsible for independently verifying all property details.

2366 S Ocean Boulevard, Highland Beach
4517 S Ocean Boulevard, Highland Beach
$5,395,000
4 Beds ⋅ 5 Baths ⋅ R11163038 MLS
Rare opportunity to own a 3-level beachfront townhome with low HOA fees. One of only three units, 4517 is centrally located with direct oceanfront views from every level. The living room opens to a patio, yard, and the beach just 50 steps away. Two primary suites feature large closets, private baths, and oceanfront balconies. A third bedroom includes a private bath and sitting room. The fourth bedroom is a guest house with a full bath and walk-in closet—perfect as a cabana or gym. Enjoy a private courtyard, pool, 2-car garage, and gated entry. Move-in ready or update to your taste. No rental restrictions, great income potential! New Balconies and Pavers to be completed! This is a rare opportunity to own a stunning three-level townhome directly on the sand, offering the ultimate beachfront living experience with low HOA fees. One of only three units, 4517 is perfectly positioned in the middle, providing breathtaking direct oceanfront views from every level. The spacious living room opens to a private patio and yard, with the beach just 50 steps away. Two luxurious master suites feature large closets, private bathrooms, and oceanfront balconies, while a third bedroom offers its own private bath and sitting room. A separate guest house serves as the fourth bedroom, complete with a full bath and a large walk-in closet ideal as a cabana, gym, or private retreat. Additional highlights include a private courtyard and pool, a two-car attached garage, and a secure gated entrance. The home is move-in ready and tastefully furnished, or bring your contractor to customize it to your taste. With no rental restrictions, this property offers tremendous rental potential for non-primary users. HOA fees cover exterior water, liability insurance, and groundskeeping, making this an effortless and lucrative investment. Don't miss out on this beachfront gem!

4517 S Ocean Boulevard, Highland Beach
1132 Russell Drive, Highland Beach
$1,040,000
3 Beds ⋅ 3 Baths ⋅ R10955868 MLS ⋅ Boca Cove BLDG.
ATTENTION BOAT & WATER LOVERS!! Come fall in love with this fully renovated and FULLY FURNISHED beautiful Boca Cove Townhome on the docks right off the ICW close to Boca's famous sandbar! This absolutely stunning home has it all, no expense was spared. Upon entry you will find gorgeous porcelain tiles laid on the first floor throughout giving a seamless canvas pulling you to an enclosed Lanai which features water views. Turn back around inside the home and you will see the beautiful Chef's Kitchen is ready for anyone to prepare meals and enjoy the sun bouncing off the water. Head upstairs and you will find the bedrooms, two with a balcony to sit out and watch boats go by as well as beautiful sunsets and the pool. The Master bedroom is nicely appointed with a walk-in closet and its tile work is carried into the other separate guest bath at the top of the stairs. The super low HOA fee of $357 per month includes water, trash, dock usage, club house, both heated and cooled swimming pool, Gym, private beach access in sought-after Highland Beach area and much more. Latitudes restaurant is a quick 5 minutes ride north and Delray venues only a bit further up the road. To the south easily access all of what Boca Raton has to offer! Yes folks, this location cannot be beat in having the best of all worlds. New Roof 2023,New HVAC 2020,New Tinted Hurricane Impact Windows, New Kitchen with Quartz counter tops New White Shaker Cabinets

1132 Russell Drive, Highland Beach
4304 Intracoastal Drive, Highland Beach
$5,500,000
5 Beds ⋅ 6 Baths ⋅ R11078006 MLS
4304 Intracoastal Dr offers an unparalleled opportunity on the direct Intracoastal in South Florida representing incredible value. Nestled in the prestigious Bel Lido enclave of Highland Beach, this property offers the choice to embrace its charm or envision a new masterpiece. With 95 feet of waterfrontage and private beach access, enjoy breathtaking views and a tranquil lifestyle. The main residence features a generous primary suite with an expansive walk-in closet, three elegantly appointed guest bedrooms, and an attached guest house ideal for visitors. The outdoor oasis showcases a pool and spa surrounded by lush landscaping. With its charming architecture that blends elegance and coastal allure, this property promises a luxurious lifestyle making it a true gem in Florida's paradise.

4304 Intracoastal Drive, Highland Beach
2909 S Ocean Boulevard Unit 2a2, Highland Beach
$1,525,000
2 Beds ⋅ 3 Baths ⋅ R11006622 MLS
Rarely available, DIRECT oceanfront 2 bedroom, 2.5 bath, plus office Boutique Condo in desirable Highland Beach. With incredible panoramic views of the beach and ocean, this second floor corner unit offers a unique living experience of privacy and luxury with the feeling as if the beach is your very own private backyard! Watch the sun rise each morning with stunning views from the open living and dining area complete with a wine room! Enjoy two primary suites both with updated bathrooms and finished closets, one of the primary suites has a double vanity and sliding impact glass doors leading to the balcony overlooking the pristine ocean. Small bonus room/office area. Guest powder room/half- bath was also renovated with an incredible marble stone wall accent. Amenities include pool, tiki hut, beach chairs, gym, grill, club room, covered parking, and storage. Maintenance fee includes electric & AC maintenance, water, hot water plus many other items. The Wiltshire House, a boutique condominium of just 25 residences, with recent modernizations, including new impact window, roof, elevator, concrete restoration and a completed 40-year certification. Just a few minute walk along the beach to enjoy Happy Hour at The Delray Sands Hotel. Minutes from downtown Boca, Mizner Park, and Delray's Atlantic Ave. All images, layouts, floor-plans, fixtures, furniture, etc. are conceptual only and may change at any time without notice.

2909 S Ocean Boulevard Unit 2a2, Highland Beach
2367 S Ocean Boulevard, Highland Beach
$28,500,000
8 Beds ⋅ 12 Baths ⋅ R11001380 MLS
Discover 2367 S. Ocean Blvd Highland Beach, a one-of-a-kind oceanfront estate in the prestigious Byrd Beach section is set on 100 feet of direct ocean frontage with over 600 feet of depth to the water. This estate spans over 12,400 living sqft, with more than 18,000 TSF. The main residence with a brand new roof offers five luxurious en-suite bedrooms, while a separate guest house with three bedrooms, three baths and a living area with kitchen and dual entrances provides the ultimate flexibility for today's contemporary lifestyle. Designed and built by Dan Swanson, this extraordinary property flawlessly merges timeless elegance with modern sophistication, creating a residence that epitomizes both comfort and grandeur. The first floor showcases breathtaking ocean views through all major rooms. The ocean facing living room is anchored by a beautifully crafted fireplace detailed millwork creating an ambience of coastal serenity. The chef's kitchen is equipped with custom cabinetry, two large islands, and top-tier appliances. Adjacent to the kitchen, the spacious loggia with summer kitchen and bar is framed by French doors, allowing an effortless transition between indoor and outdoor spaces, while providing an uninterrupted connection to the ocean's natural beauty. Upstairs, the primary suite serves as a private retreat with his-and-her spa-like bathrooms, spacious walk-in closets, a sitting area with a fireplace, and a private balcony with stunning ocean views. The second floor also includes four additional en-suite bedrooms and a cozy sitting area. Outside, the lushly landscaped grounds feature a large oceanfront pool, a summer kitchen, and a Tiki Hut right on the sand. Additional amenities include impact windows, a five-car garage, motor court, elevator, and a full-house generator.. Just minutes from Atlantic Avenue, fine dining, and shopping, this estate offers the ultimate in coastal luxury living. Don't miss this rare opportunity to own one of Highland Beach's most extraordinary oceanfront estates.

2367 S Ocean Boulevard, Highland Beach
3606 S Ocean Boulevard Unit 505, Highland Beach
$700,000
2 Beds ⋅ 2 Baths ⋅ R11028276 MLS ⋅ 2 BLDG.
Beautiful Tropical 2 bedroom, 2 bathroom condo. Split floor plan with master bedroom having two walk-in closets and guest suite has walk-in closet. Patio with beautiful views & does offer a little ocean view. Unit has laundry room/pantry with full-size washer/dryer & storage. The clubhouse has a resort-style amenities and deeded beach access making Highland Beach Club a wonderful place to live! Resort pool that's on the intracoastal, pickleball courts, tennis, BBQ's, hot tub, boardwalk on the intracoastal, gym, sauna, steam room, club house, billiard room, business center and manger on site. Pet Friendly Resort Living at the Finest. Unit has a great parking space. Security Gate is Manned 24 hours

3606 S Ocean Boulevard Unit 505, Highland Beach
3606 S Ocean 108 Boulevard Unit 108, Highland Beach
$600,000
2 Beds ⋅ 2 Baths ⋅ R11051819 MLS ⋅ 3606 BLDG.
Intracoastal, pet- and investor-friendly community! This beautifully renovated 2-bedroom, 2-bathroom first-floor corner condo offers an abundance of natural light, thanks to its numerous windows. The kitchen has been tastefully updated with white shaker cabinetry, sleek quartz countertops featuring a stunning waterfall edge, and top-of-the-line stainless steel appliances. Throughout the living areas and bathrooms, you'll find elegant marble floors laid on the diagonal. The unit boasts 9-foot ceilings, impact-resistant windows and doors, and modern interior framed glass doors with frosted inserts. Custom window treatments add a touch of sophistication. Additional highlights include a spacious pantry, a large laundry room with a full-sized washer and dryer, and a guest bedroom with private access to the guest bathroom. Enjoy the ultimate Florida lifestyle with a generous, private covered patio, offering seamless access to the community's top-tier amenities. Highland Beach Club is a true paradise for beach lovers with tropical and resort like pool on the intracoastal, BBQ's, pizza ovenm outdoor TV, dining area, hot tub, pedestrian dock on the intracoastal, gym, sauna, steam room, club house, billiard room, business center and a pickleball/tennis court ....every amenity you could want! Private beach is directly across the street. This is a 24 hour man, PET FRIENDLY, all ages gated community located minutes from the fabulous restaurants, shops, movies, fairs, concerts and cultural events in Downtown Delray and Boca's Mizner Park.

3606 S Ocean 108 Boulevard Unit 108, Highland Beach
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