Key Biscayne Homes for Sale – Matheson Dr, Key Biscayne, FL 33149

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Single Family Residence for Sale in Tropical Isle Homes Resub

Active 485 Matheson Dr   Key Biscayne  33149
82 photos

List Price:  $237,000,000

485 W Matheson Drive is one of America’s most iconic waterfront estates, representing a rare convergence of presidential history, cinematic legacy, and unparalleled waterfront scale. Set on approximately 2.38 acres with an extraordinary 862’ of direct Biscayne Bay frontage, the property captures sweeping, unobstructed views of the Miami skyline and open bay, offering a level…

16148 5 7 | 2 1981

Single Family Residence for Sale in Cape Florida Sub Sec 3

Active 260 Cape Florida Dr   Key Biscayne  33149
24 photos

List Price:  $29,500,000

Private and prestigious waterfront estate featuring Panoramic views of Biscayne Bay and Pines canal. A dream property for the Yacht set, with 346 ft of water frontage & direct ocean access. The gated estate is one of the island’s largest, set on a lush 32,300 Sq.Ft lot, perfect for entertaining. Designed with the finest…

16076 9 8 | 2 2004

Single Family Residence for Sale in Cape Florida Sub Sec 3,village Estate

Active 241 Cape Florida Dr   Key Biscayne  33149
100 photos

List Price:  $27,900,000

Spectacular contemporary estate set on a coveted cul-de-sac along Cape Florida Dr., one of Key Biscayne’s most prestigious and private addresses. Situated on a 23,724 sq ft lot with +250 ft of waterfront and an elevation of 8.71 ft above sea level, this home offers 8 bedrooms (including a guest suite and 2 staff quarters),…

9159 8 8 | 1 1990

Single Family Residence for Sale in Tropical Isle Homes Sub 4

Active 200 Harbor Dr   Key Biscayne  33149
24 photos

List Price:  $25,900,000

Key Biscayne Waterfront – Unbeatable Location. Experience Miami’s skyline views from your private saltwater pool and man-made beach. This elegant four-bedroom residence features marble floors, impact-glass windows, and a modern open kitchen filled with natural light. Enjoy two electric boat slips, direct water access for kayaking or paddleboarding, and a spacious two-car garage. Currently leased…

3942 4 4 1972

Single Family Residence for Sale in Cape Fla Sub Sec 2

Active 120 Knollwood Dr   Key Biscayne  33149
45 photos

List Price:  $19,950,000

Embodying a true resort lifestyle, this rare Key Biscayne waterfront residence is defined by its extra-long, 134 ft water frontage and its elegant private ipe dock with direct canal-to-ocean access. The contemporary home, extensively rebuilt in 2018, is move-in ready, featuring 6 bedrooms, refined finishes, and tailored wood floors throughout. Outdoor living unfolds effortlessly with…

8541 6 6 | 1 2018

Single Family Residence for Sale in Mashta Island A Replat Of

Active 520 Mashta Dr   Key Biscayne  33149
38 photos

List Price:  $19,900,000

Seize a rare opportunity to create a landmark waterfront estate on one of the largest residential lots in Key Biscayne’s exclusive Mashta Island enclave. Spanning an extraordinary 22,140 square feet, this exceptional property offers 138 feet of pristine water frontage and sweeping open water views, providing an unparalleled setting for a world class residence. Plans by…

4177 5 4 1961

Single Family Residence for Sale in Cape Florida Sub Sec 3

Active 100 Cape Florida Dr   Key Biscayne  33149
68 photos

List Price:  $19,800,000

Enjoying an exceptional 270ft of L-shaped water frontage facing 185-ft-wide Pines Canal and the natural beauty of Bill Baggs Cape Florida State Park, this elegant island-coastal estate is tailored to a boating lifestyle. Offering calm and naturally sheltered harbor, concrete seawall, boat lift, dockside kitchen and side-dock boat storage that preserves unobstructed water views, the…

11006 4 5 | 4 2007

Single Family Residence for Sale in Cape Fla Sub Sec 2

Active 960 Mariner Dr   Key Biscayne  33149
77 photos

List Price:  $19,500,000

Discover unparalleled luxury at 960 Mariner Dr, Key Biscayne. This new architectural gem offers over 9,640 SF of living space, 7742 SF under air conditioning, on a 15,381 SF lot with 106 feet of water frontage. Featuring 6 bedrooms, 8 baths, and 2 half baths, the open-concept design boasts floor-to-ceiling glass, providing stunning views. A…

6 8 | 2 2025

Single Family Residence for Sale in Mashta Island

Active 631 Mashta   Key Biscayne  33149
49 photos

List Price:  $18,500,000

BRING ALL OFFERS! Exceptional waterfront opportunity in prestigious Key Biscayne. Set on a 15,000 sq. ft. lot with 100 feet of water frontage, this residence offers open-water views, direct Biscayne Bay access, and no fixed bridges to the ocean. Currently undergoing a complete renovation, it will feature modern finishes, impact windows and doors, new systems,…

3720 4 4 | 1 1958

Single Family Residence for Sale in Mashta Island

Active 640 Mashta Dr   Key Biscayne  33149
38 photos

List Price:  $16,800,000

Welcome to your own slice of paradise! Enjoy breathtaking sunsets from your private dock on this waterfront property boasting 100 feet of direct Biscayne Bay frontage. Ideally located on Mashta Island. Set on a 15,000 SF lot, the home features 5 beds, 5 baths, including 2 bayfront primary suites with stunning views, impact windows and…

4990 4 4 1968

Single Family Residence for Sale in Cape Florida Sub Sec 3

Active 161 Cape Florida Drive   Key Biscayne  33149
42 photos

List Price:  $14,990,000

Best-priced waterfront residence on Key Biscayne, offering an exceptional 100 feet of water frontage and a true boater's paradise. Tucked away on one of Paradise Island's most private and exclusive streets, this extraordinary residence is where contemporary design meets the serenity and exclusivity of life on the water. Thoughtfully and completely remodeled, including a brand-new roof,…

8079 4 4 | 2 1983

Single Family Residence for Sale in Cape Florida Sub Sec 1

Active 420 Island Dr   Key Biscayne  33149
82 photos

List Price:  $12,485,000

Spectacular and impeccably appointed modern residence situated on a 13,651 SF lot on prestigious Island Drive—one of Key Biscayne’s most elevated streets. Boasting a total of 8,011 SF, this 6-bedroom, 6 full bath + 2 half bath home is open, bright, and flooded with natural light throughout. Enjoy breathtaking water views and private access to…

8682 6 6 | 2 2017

Single Family Residence for Sale in Cape Florida Sub Sec 3

Active 31 Island Dr   Key Biscayne  33149
26 photos

List Price:  $9,800,000

Exceptional Estate in Key Biscayne. Discover an extraordinary opportunity to own a stunning modern residence on over 19,000 sq ft lot—an exceptional find in the heart of Key Biscayne. This expansive property offers a generous backyard, perfect for outdoor living, entertaining, or creating a private oasis where kids can play freely. The home features 6…

6762 6 6 | 1 2004

Single Family Residence for Sale in Biscayne Key Estates

Active 625 Curtiswood Dr   Key Biscayne  33149
48 photos

List Price:  $9,200,000

A modern Key Biscayne home elevated by $1M+ in owner upgrades. This 5BD/5.5BA, two-story residence spans 4,416 SF and lives like new—built in 2017 and thoughtfully enhanced throughout. The first floor flows around stunning pool views, anchored by an open living, dining, and Miele kitchen. Clean lines and warm woods balance bold with inviting. A…

6309 5 5 | 1 2017

Single Family Residence for Sale in Tropical Isle Homes Sub 4

Active 238 Buttonwood Dr   Key Biscayne  33149
13 photos

List Price:  $8,500,000

A unique architectural masterpiece in the heart of Key Biscayne, this brand-new contemporary residence by Praxis Architecture blends modern tropical luxury with exceptional craftsmanship and bespoke European finishes. Set on an oversized 9,000 SF lot, the residence offers 6 bedrooms, 6 full bathrooms, 1 half bath, and over 4,190 SF of curated living space designed…

5648 6 6 | 1 2026

Single Family Residence for Sale in Tropical Isle Homes Sub 4

Active 165 Hampton Ln   Key Biscayne  33149
50 photos

List Price:  $8,250,000

There are homes that are beautiful, and then there are homes that leave a lasting impression. This extraordinary brand-new 2026 designed by Kubik is one of a kind. With breathtaking architecture, exceptional attention to detail, and a floor plan designed for the way people truly live today, this is a home that immediately captivates…

6 8 | 1 2026

Single Family Residence for Sale in Tropical Isle Homes Sub

Active 544 Warren Ln   Key Biscayne  33149
59 photos

List Price:  $8,000,000

New construction, this extraordinary custom Cape Dutch residence is a masterwork of timeless design, brought to life by Duncan and Heuser Design and Development, with interiors curated by James Duncan. Every detail, from the graceful gabled facade to the refined finishes within, reflects a rare devotion to craftsmanship and enduring elegance. Offering six generously proportioned…

2229 6 5 | 1 2026

Single Family Residence for Sale in Tropical Isle Homes Sub 2n

Active 545 Sabal Palm   Key Biscayne  33149
100 photos

List Price:  $7,950,000

Key Biscayne – Architectural Masterpiece On a secluded 9,633 sq.ft. lot near Harbor Drive, this 6,800 sq.ft. residence by Village Architects (Deborah de León) blends modern elegance with tropical serenity. A dramatic double wood door opens to a lap pool reminiscent of Amanpuri, framed by 2,000 sq.ft. of covered entertainment areas. Inside, a glass-walled foyer, soaring ceilings,…

5 4 | 1 2012

Single Family Residence for Sale in Tropical Isle Homes Sub

Active 571 Glenridge Rd   Key Biscayne  33149
45 photos

List Price:  $7,490,000

BRAND-NEW CONSTRUCTION HOME IN ONE OF KEY BISCAYNE’S MOST PRESTIGIOUS AND PRIVATE ENCLAVES SURROUNDED BY LUSH TROPICAL LANDSCAPING! This exceptional Contemporary Residence offers 5 Bedrooms with a service area, 5.5 Bathrooms + a Cabana Bath. 3,768 Interior SF on a Lush Corner Lot on a quiet street. Soaring double-height ceilings & expansive impact glass windows…

4418 5 5 | 2 2025

Single Family Residence for Sale in Tropical Isle Homes Sub 3

Active 425 Harbor Dr   Key Biscayne  33149
50 photos

List Price:  $7,450,000

Discover this striking contemporary residence, perfectly positioned on an oversized 9,258 SF lot on Harbor Drive, one of Key Biscayne’s most elegant and prestigious streets. Built in 2020, this architectural masterpiece offers 6 bedrooms plus a private office, 7 full baths, and 2 powder rooms across 4,565 SF of beautifully designed living space. Filled with natural…

6092 7 7 | 2 2020

Single Family Residence for Sale in Biscayne Key Estates

Active 685 Harbor Ln   Key Biscayne  33149
45 photos

List Price:  $6,950,000

Timeless colonial-style residence, also known as Villa Rosa, set on a rare 12,200 sqft lot in the heart of Key Biscayne. Designed by renowned architect Cesar Molina, this 5-bedroom home is located on a very quiet, low-traffic street, offering privacy within a well-established, family-friendly neighborhood. The home features double balconies, bright interiors, and a functional indoor-outdoor…

6971 5 5 | 1 2001

Single Family Residence for Sale in Tropical Isle Homes Sub 4

Active 110 Hampton Ln   Key Biscayne  33149
24 photos

List Price:  $6,900,000

Nestled in one of Miami’s most exclusive and sought-after enclaves, this stunning new construction epitomizes luxury living in Key Biscayne. Designed with sophistication and elegance, this home harmoniously blends contemporary style with the relaxed charm of island life. Expansive open-concept interiors with soaring 11-ft ceilings enhanced by floor-to-ceiling windows flood the home with natural light.…

6 6 | 1 2026

Single Family Residence for Sale in Biscayne Key Estates

Active 760 Woodcrest Rd   Key Biscayne  33149
43 photos

List Price:  $6,395,000

This 5 bed, 5.5 bath residence, new construction and never lived in, offers over 4,000 sq ft of contemporary architecture, a chef’s kitchen, high ceilings, floor-to-ceiling impact glass, and an elevated backyard with pool, jacuzzi, and covered terrace.  The home features fully finished custom wood closets and sleek backlit LED mirrors in all bathrooms, adding both…

4949 5 5 | 1 2024

Single Family Residence for Sale in Mashta Island A Replat Of

Active 571 Mashta Dr   Key Biscayne  33149
36 photos

List Price:  $6,350,000

Enjoy your own paradise in the paradise—an exceptional, move-in-ready residence on prestigious Mashta Island, one of Key Biscayne's most exclusive and tranquil enclaves. Beautifully remodeled and designed for relaxed yet sophisticated island living, this home offers exceptional indoor and outdoor spaces to enjoy with family and friends. Outdoor living takes center stage with a heated…

3722 4 4 1964

Single Family Residence for Sale in Tropical Isle Homes Sub

Active 561 Warren Ln   Key Biscayne  33149
30 photos

List Price:  $5,995,000

Stunning 5 bedroom, 5.5 bath residence plus maids quarters. This modern home is located in exclusive Key Biscayne island with access to top private and public schools. The home features bright open spaces, luminous interiors with open layouts, high ceilings and generous outdoor living space. Easy to show. TEXT LA.

5275 5 5 | 1 2021

Single Family Residence for Sale in Tropical Isle Homes Sub 3

Active 501 Bay Lane   Key Biscayne  33149
41 photos

List Price:  $5,990,000

Prime location on one of Key Biscayne’s most exclusive residential streets, surrounded by some of the island’s most prestigious waterfront estates. An exceptional opportunity to own a substantial residence in the heart of Miami’s island paradise. Situated on a generous 10,000 SF lot, this light-filled home offers 4,759 SF of living space, five bedrooms, four…

6298 5 4 | 1 1995

Single Family Residence for Sale in Biscayne Key Estates

Active 690 Warren Ln   Key Biscayne  33149
39 photos

List Price:  $5,478,000

A truly exceptional Miami Modern Tropical residence set on a prime 8,010 SF corner lot, offering 3,549 SF of beautifully curated living space with 4 bedrooms and 3.5 bathrooms. Designed by architect Hervin Romney, a founding member of Arquitectonica, the home reflects a distinctive architectural vision inspired by the organic principles of Frank Lloyd Wright…

4691 4 3 | 1 2000

Single Family Residence for Sale in Biscayne Key Estates

Active 797 Glenridge Rd   Key Biscayne  33149
37 photos

List Price:  $5,200,000

Beautiful elevated Mediterranean-style residence offering 5 bedrooms, 4.5 bathrooms, plus a den/office, surrounded by lush tropical landscaping that creates a true private oasis. Situated on a desirable corner lot, the property features a heated pool and expansive patio area, complemented by winding paved pathways framed by exotic palms, lychee and mango trees. With approximately 3,929 SF…

3535 5 4 | 1 2000

Single Family Residence for Sale in Biscayne Key Estates

Active 650 Curtiswood Dr   Key Biscayne  33149
41 photos

List Price:  $5,199,000

Elevated six-bedroom home on a quiet island street, centrally located. Double-high ceilings in the living room, marble flooring, wood floors in bedrooms, two en suite rooms. plus master bedroom with separate shower and tub. Upstairs family room, lush landscaping, pool, and elevated structure. Carport Garage plus two covered parking spaces. Additional storage downstairs for potential…

6 4 | 1 1996

Single Family Residence for Sale in Grand Key Estates,grand Bay Villas And

Active 24 Grand Bay Estates   Key Biscayne  33149
64 photos

List Price:  $4,950,000

Experience island living at its best in this renovated 4,220SF estate within Grand Bay Estates, Key Biscayne's only guard-gated single-family enclave! This 5BR/5.5BA home features a 2021 roof, new tankless water heaters, new AC units and full storm protection! The kitchen shines with Quartz counters & Sub-Zero, Wolf, & Miele appliances, plus a dual-zone Sub-Zero…

4928 5 5 | 1 1999

Single Family Residence for Sale in Biscayne Key Estates

Active 691 Ridgewood Rd   Key Biscayne  33149
67 photos

List Price:  $3,800,000

Don’t miss this unique opportunity to own a stunning oversized corner lot spanning 8,367SF! This beautifully remodeled home boasts a brand-new roof and appliances, ensuring modern comfort and peace of mind. Step inside to soaring high ceilings and a spacious open floor plan, highlighted by elegant wood floors throughout. The gourmet open kitchen is a…

4 3 | 1 1951

Single Family Residence for Sale in Tropical Isle Homes Sub 1

Active 524 Warren Ln   Key Biscayne  33149
61 photos

List Price:  $3,730,000

Located in one of the most exclusive residential pockets of Key Biscayne, surrounded by multi-million-dollar estates, this beautifully designed 5-bedroom, 4 full bathroom home offers the perfect balance of privacy, functionality, and tropical lifestyle. The layout is thoughtfully distributed with a private primary suite on one side, a separate nanny/guest suite with its own bathroom, and…

2740 5 4 1950

Single Family Residence for Sale in Tropical Isle Homes Sub 4

Active 255 Ridgewood Rd   Key Biscayne  33149
30 photos

List Price:  $3,550,000

A beautifully remodeled residence offering a refined blend of style, comfort, and seamless indoor-outdoor living. Recently upgraded with impact windows and doors installed in February with warranty, the light-filled interiors showcase travertine flooring, fresh paint, and updated lighting throughout. The renovated kitchen features stainless steel appliances, a wine cooler, and flows effortlessly into expansive living…

2227 4 3 1953

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key biscayne homes for sale
key biscayne homes for sale

Luxury Homes for Sale

Key Biscayne Homes for Sale have easy access to South Beach and Miami International Airport.  Are you considering buying or selling your single-family home in the area? Call Gladis Henriquez at 305-281-8653 | Optimar International Realty for a free condo evaluation in your area.

Enjoy waterfront residences with European glamour. Real masterpieces include an office, a movie theater, an oversized chef’s kitchen, a stunning primary suite, and a detached car garage.

Private dock with 100′ of waterfrontage and lovely bay and skyline views, this setting provides the essence of South Florida living, just minutes away from South Beach, Downtown, and Miami International Airport.

Other Waterfront Neighborhoods

Miami Airport is only a few miles from the city of Key Biscayne.

 

 

Key Biscayne Real Estate  – 305.281.8653

  • Mar Azul Condos for Sale – 600 Grapetree Dr, Key Biscayne ,FL

Mar Azul Condos

Mar Azul - 600 Grapetree Dr, Key Biscayne, FL 33149 Location Oceanfront Year Built 1974 Number of Units 126 Number of Floors 11 Units Size 1670 to 3700 [...]

  • Key Biscayne Ambassador Condos for Sale – 575 Crandon Blvd, Key Biscayne, FL

Key Biscayne Ambassador

Key Biscayne Ambassador - 575 Crandon Blvd, Key Biscayne, FL 33149 Location Oceanfront Year Built 1975 Number of Units 90 Number of Floors 9 Units Size 1013 to [...]

  • Commodore Club Condos for Sale – 155 Ocean Lane Dr, Key Biscayne, FL

Commodore Club

Commodore Club - 155 Ocean Lane Dr, Key Biscayne, FL 33149 Location Oceanfront Year Built 1973 Number of Units 549 Number of Floors 12 Units Size 895 to [...]

  • Oceana Condos for Sale – 360 Ocean Dr, Key Biscayne, FL

Oceana Key Biscayne

Oceana Key Biscayne - 360 Ocean Dr, Key Biscayne, FL 33149 Location Oceanfront Year Built 2014 Number of Units 141 Number of Floors 15 Units Size 1703 to [...]

  • Grand Bay Ritz Carlton Residences – 455 Grand Bay Dr, Key Biscayne, FL

The Ritz-Carlton Key Biscayne

G B Resort Condo Hotel - 455 Grand Bay Dr, Key Biscayne, FL Location Oceanfront Year Built 2001 Number of Units 188 Number of Floors 13 Units Size 354 [...]

  • Key Colony Condos for Sale – 101-251 Crandon Blvd, Key Biscayne, FL

Key Colony Condos

Key Colony - 101-251 Crandon Blvd, Key Biscayne, FL 33149 Location Oceanfront Year Built 1978 to 1981 Number of Units 1200 Number of Floors 12 Units Size 810 [...]

  • Grand Bay Residences Condos for Sale – 445 Grand Bay Dr, Key Biscayne, FL

Grand Bay Residences

Grand Bay Residences - 430 & 445 Grand Bay Dr, Key Biscayne, FL 33149 Location Oceanfront Year Built 1996 Number of Units 137 Number of Floors 14 Units [...]