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Florida Keys Luxury HomesBuy or list your luxury home in the Upper Keys with Jim Signor, Broker-Associate at Coldwell Banker Schmitt Real Estate

Scroll down to view the most recent listings of Upper Keys luxury homes or select your island and price in the search above.

Coldwell Banker Schmitt is the Florida Keys leader in luxury property listings and sales. Over the past twelve months, we have been dominant in million-dollar-plus luxury sales, participating in 24% high-end transactions in the Keys while listing 19% of the $1,000,000 residential properties.  We outsell our inventory while other "luxury" companies simply list and hope for the best.

View our results

Top-ranked in Luxury Sales as a result of our exclusive Every Day Until It's Sold marketing program

florida keys luxury properties sales volume november 2020

Keyswide Luxury Market Statistics over 12 months

florida keys luxury market report november 2020 1 year

Upper Keys Luxury Homes

74960 Overseas Highway Unit ##2, Islamorada image
74960 Overseas Highway Unit ##2, Islamorada $3,279,000

Sea Oats, at Seabreeze Cove, is a pre-construction residence, designed to enjoy the full ocean views offered across Sea Oats Beach and also offers a backyard, tropical sa...

  • 4 Beds
  • 5 Baths
  • 594889 MLS
74960 Overseas Highway Unit ##1, Islamorada image
74960 Overseas Highway Unit ##1, Islamorada $3,279,000

Windswept, at Seabreeze Cove, is a pre-construction residence, designed to enjoy the full ocean views offered across Sea Oats Beach and also offers a backyard, tropical s...

  • 4 Beds
  • 5 Baths
  • 594887 MLS
127 Sapodilla Drive, Islamorada image
127 Sapodilla Drive, Islamorada $4,500,000

Escape to paradise! This stunning main 3BD/6BA plus 1BD/1BA guest house offers idyllic island living in a private and relaxing residence. Gated for extra privacy, unwin...

  • 4 Beds
  • 7 Baths
  • 594881 MLS
95480 Overseas Highway, Key Largo image
95480 Overseas Highway, Key Largo $5,600,000

Magnificent bayfront estate with income producing vacation rental included! Enjoy year round sunsets from this 2 acre estate on Florida Bay! 3 homes on 2 separate parcels...

  • 7 Beds
  • 6 Baths
  • 594850 MLS
2 Flamingo Hammock Road, Islamorada image
2 Flamingo Hammock Road, Islamorada $2,399,000

Bay Hammocks is a unique, secluded Hidden Paradise with 33 home sites in a gated boat access community. THE GREAT ESCAPE. Enjoy a modern Brand-New Coastal Design Home com...

  • 4 Beds
  • 5 Baths
  • 594832 MLS
503 Geiger Circle, Key Largo image
503 Geiger Circle, Key Largo $1,995,000

SPECTACULAR 260's ft. of Waterfront Luxury Estate w/Separate Freestanding Guest House. 2/2 Upstairs- Downstairs Legal Bathroom & 1200 ft. of Storage. . 135 ft. of water...

  • 3 Beds
  • 4 Baths
  • 594809 MLS
600 Island Drive, Key Largo image
600 Island Drive, Key Largo $1,249,000

The exclusive sought after address of Island Drive awaits! Double lot freshly painted, waterfront ,4 bedroom solid concrete construction home, including the roof, offers ...

  • 4 Beds
  • 3 Baths
  • 594802 MLS
424 Palm Drive, Islamorada image
424 Palm Drive, Islamorada $1,999,000

Perfect mix of Keys' styling with a touch of modern, this all-concrete home has undergone a full renovation with all high-end finishes and no shortcuts taken. Privacy abo...

  • 4 Beds
  • 3 Baths
  • 594795 MLS
171 Lorelane Place, Key Largo image
171 Lorelane Place, Key Largo $1,699,000 ▲

BRAND NEW CANAL FRONT HOME IN KEY LARGO! Impressive 4 bedrooms and 3 baths modern new construction home with an amazing floor plan. Elevated foyer entrance, to an inter...

  • 4 Beds
  • 3 Baths
  • 594783 MLS
107 Redwing Road, Tavernier image
107 Redwing Road, Tavernier $1,750,000

COME EMBRACE THIS BEAUTIFULLY REMODELED solid concrete canalfront home in Plantation Key! Spacious 4bd/3ba, legal living quarters down, open living floor plan. Quartz co...

  • 4 Beds
  • 3 Baths
  • 594763 MLS
97501 Overseas Highway Unit #316, Key Largo image
97501 Overseas Highway Unit #316, Key Largo $1,498,000

The luxurious and exclusive lifestyle you seek, awaits your arrival! This richly appointed 2,635 Sq Ft single story condominium is located in the Sailfish bldg. & flaunts...

  • 4 Beds
  • 3 Baths
  • 594721 MLS
209 E Carroll Street, Islamorada image
209 E Carroll Street, Islamorada $7,900,000

FairWinds~A unique two acre walk in the water oceanfront estate, located in downtown Islamorada on Upper Matecumbe Key. FairWinds reflects elegance, beauty, seclusion, al...

  • 5 Beds
  • 3 Baths
  • 594692 MLS
67 N Bounty Lane, Key Largo image
67 N Bounty Lane, Key Largo $2,484,000

Spectacular Bay Front Home with Pool in the Exclusive Buccaneer Point. Relax on multiple verandas and enjoy the 180 or 360 degree bay views ( from the widows peak) while...

  • 4 Beds
  • 4 Baths
  • 594665 MLS
1017 Dove Road, Key Largo image
1017 Dove Road, Key Largo $1,875,000

Easy ocean access from this gorgeous canal front CBS home built in 2015. Home features impact windows and doors, metal roof, swimming pool, and concrete dock with cut in...

  • 4 Beds
  • 4 Baths
  • 594663 MLS
18 Center Lane, Key Largo image
18 Center Lane, Key Largo $1,195,000

Exquisite Waterfront Pool Home in the desirable neighborhood of Stillwright Point in Key Largo! This custom home features the finest finishes with excellent attention to...

  • 2 Beds
  • 2 Baths
  • 594661 MLS
83265 Old Highway, Islamorada image
83265 Old Highway, Islamorada $2,750,000

Welcome to Morada Sands, the pinnacle of beachfront living! Traditional coastal cottage styling with an ultra modern kitchen; impeccably finished with tongue in groove ce...

  • 3 Beds
  • 2 Baths
  • 594642 MLS
108 Point Pleasant Drive, Key Largo image
108 Point Pleasant Drive, Key Largo $2,988,000

An architectural masterpiece on the Bay, this custom, 2016 built waterfront pool home has been masterfully constructed to the highest standards. The indoor-outdoor living...

  • 3 Beds
  • 3 Baths
  • 594635 MLS
75900 Overseas Highway, Islamorada image
75900 Overseas Highway, Islamorada $13,900,000

Your own private escape! On nearly 4 acres in Islamorada with natural beach, this magnificent estate sets a new standard of island living. Enter your gates, past your ten...

  • 7 Beds
  • 8 Baths
  • 594632 MLS
101 Ocean Shores Drive, Key Largo image
101 Ocean Shores Drive, Key Largo $2,150,000

Impeccable 3 Story Canal Front CBS home with metal roof, hurricane impact windows and doors, and elevator has all the finishing touches inside and out making this a fabul...

  • 4 Beds
  • 5 Baths
  • 594610 MLS
143 Columbus Drive, Islamorada image
143 Columbus Drive, Islamorada $2,699,000

True paradise awaits with this stunning oceanfront, beach property on Lower Matecumbe Key in Islamorada. Tastefully decorated with a coastal motif, this home was complet...

  • 3 Beds
  • 2 Baths
  • 594604 MLS

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CBSREC Fall 2020 Real Estate Report

Coldwell Banker Key Largo real estate report summer 2020

Click for all Key Largo Neighborhoods

  • Buccaneer Point
  • Buttonwood Bay Condo
  • Cross Key Waterways
  • Hammer Point
  • Kawama
  • Key Largo Ocean Shores
  • Largo Sound Park
  • Largo Sound Village
  • Moon Bay Condo
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Click for all Islamorada Neighborhoods

  • Executive Bay Condo
  • Futura Yacht Club Condo
  • Indian Harbor
  • Indian Waterways
  • Kahiki Harbor
  • Ocean Harbor Condo
  • Plantation Key Colony
  • Port Antigua
  • Tropical Atlantic Shores
  • Venetian Shores

Key Largo Homes For Sale

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  • Affordable under $500k
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  • Key Largo Condos
  • Key Largo Mobile Homes

Islamorada Homes for Sale

  • Waterfront under $1 mil
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  • Affordable under $500k
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  • Islamorada Condos

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Jim Signor, Broker-Associate
Coldwell Banker Schmitt Real Estate
100430 Overseas Highway
Key Largo, FL 33037

View all Upper Florida Keys Multiple Listings at KeysListings.com

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