Islamorada, FL Homes

/59
$2,750,000

$200K PRICE DROP
- 3 Beds
- 2 Baths
- 2,312 Sq Ft
149 Lake Rd, Tavernier, FL 33070

Don't let the address fool you, this home has easy bay access! Welcome to relaxed waterfront living in the Village of Islamorada, where open water views and nightly sunsets set the tone for an effortless Keys lifestyle. This inviting three-story home is designed to capture light, breezes, and the beauty of its surroundings.Inside, vaulted tongue-and-groove ceilings and an airy open floor

Alina Davis Coldwell Banker Schmitt Islamorada

149 Lake Rd, Tavernier, FL 33070
/13
$270,000

Sold Jan 12, 2026

96 Madeira Rd Unit 9, Islamorada, FL 33036
- Built 2014
Last Sold Summary
- 17% Below List Price
- 151 Days On Market
Current Estimated Value $285,487

Last Listing Agent Greg Henderson Keller Williams Realty - Marco

96 Madeira Rd Unit 9, Islamorada, FL 33036

/2
Est $1,343,000

Not Listed For Sale

84745 Old Hwy Unit 11, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 1,680 Sq Ft
- Built 2023
84745 Old Hwy Unit 11, Islamorada, FL 33036

/18
$298,000

$37K PRICE DROP
- 1 Bed
- 1 Bath
84961 Old Hwy 17 Hwy, Islamorada, FL 33036

Escape to your own slice of paradise with this cozy and beautifully kept 1-bedroom, 1-bath Jayco RV. Whether you’re looking for a peaceful weekend retreat, a seasonal getaway, or a spot with great rental potential, this charming hideaway has it all. Wake up to the soothing sounds of the Atlantic and enjoy unforgettable sunrises and sunsets right from the jetty. Nestled in a rare, intimate

Stanley Samy Luft Realty

84961 Old Hwy 17 Hwy, Islamorada, FL 33036
/32
$745,000

Sold Apr 06, 2026

172 Pearl Ave, Tavernier, FL 33070
- 3 Beds
- 2 Baths
- 1,436 Sq Ft
- Built 1972
Last Sold Summary
- 6% Below List Price
- $519/SF
- 88 Days On Market
Current Estimated Value $744,088

Last Listing Agent Tanya Blann Coastal Realty of the Florida Keys

172 Pearl Ave, Tavernier, FL 33070

/41
Est $1,030,381

Not Listed For Sale

101 Gulfview Dr Unit 209 & 30 ft. boatsli, Islamorada, FL 33036
- 3 Beds
- 2.5 Baths
- 2,026 Sq Ft
- Built 2003
101 Gulfview Dr Unit 209 & 30 ft. boatsli, Islamorada, FL 33036

Last Sold Summary
- 172 Days On Market
Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

/35
$495,000

Pending
- 1 Bed
- 1 Bath
- 574 Sq Ft
88500 Overseas Hwy Unit 504, Tavernier, FL 33070

Enjoy breathtaking sunsets over the Bay! This turn-key one bedroom/one bath penthouse at Summer Sea Condo in the heart of Islamorada, offers amazing views from every window. Tastefully furnished and beautifully updated with marble floors throughout, granite countertops, freshly painted white cabinets and stainless-steel appliances including a double oven. Everything is included (fully furnished)

Elizabeth Diaz de Villegas United Real Estate Miami

88500 Overseas Hwy Unit 504, Tavernier, FL 33070
/64
$1,700,000

Sold Mar 13, 2026

127 Peace Ave, Tavernier, FL 33070
- 3 Beds
- 3 Baths
- 1,628 Sq Ft
- Built 1981
Last Sold Summary
- 6% Below List Price
- $1,044/SF
- 26 Days On Market
Current Estimated Value $1,675,217

Last Listing Agent Carlos Lorenzo American Caribbean Real Estate

127 Peace Ave, Tavernier, FL 33070

/2
Est $381,349

Not Listed For Sale

90341 Old Hwy Unit 6, Tavernier, FL 33070
- 1 Bed
- 1 Bath
- 611 Sq Ft
- Built 1969
90341 Old Hwy Unit 6, Tavernier, FL 33070

/109
$4,600,000

$350K PRICE DROP
- 5 Beds
- 6 Baths
- 4,100 Sq Ft
117 Leoni Dr, Islamorada, FL 33036

Welcome to paradise at 117 Leoni Drive in the exclusive Venetian Shores neighborhood! This stunning 4,100 sq. ft., canal-front home offers bay and ocean access via snake creek, 70 feet of dockage, and luxurious living with 5 bedrooms and 6 bathrooms. Built with precision and modern style, this brand-new custom CBS residence boasts lush landscaping, a sparkling pool, and high-end finishes

Mike Jones Fairchild Partners, Inc.

117 Leoni Dr, Islamorada, FL 33036
$1,275,000

Sold Aug 21, 2026

87851 Old Hwy Unit M42, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,736 Sq Ft
- Built 1989
Last Sold Summary
- 16% Below List Price
- $734/SF
- 71 Days On Market
Current Estimated Value $1,344,814

Last Listing Agent Carolyn Ambler American Caribbean Real Estate

87851 Old Hwy Unit M42, Islamorada, FL 33036

/44
Est $2,037,733

Not Listed For Sale

156 Harborview Dr, Tavernier, FL 33070
- 2 Beds
- 2 Baths
- 1,386 Sq Ft
- Built 1961
156 Harborview Dr, Tavernier, FL 33070

Last Sold Summary
- 166 Days On Market
Last Listing Agent Susan Ashmore American Caribbean Real Estate, Christie's International Real Estate

/41
$5,680
- 3 Beds
- 2 Baths
- 1,593 Sq Ft
88181 Old Hwy Unit A41, Islamorada, FL 33036

Welcome to Sea Breeze 41, a refined island residence in the gated Coral Harbour Club. This spacious 3-bedroom, 2-bath condo offers elegant coastal living with a private 30' boat slip included (fits up to 33') Professionally decorated in a Tropical Modern style, The open-concept layout seamlessly connects the gourmet kitchen with stainless steel appliances and corian counter tops to the living,

Steven Koleno Beycome of Florida, LLC

88181 Old Hwy Unit A41, Islamorada, FL 33036
/26
$350,000

Sold Jun 23, 2026

103 Blue Harbor Dr, Tavernier, FL 33070
- 2 Beds
- 1 Bath
- 756 Sq Ft
- Built 1969
Last Sold Summary
- 3% Below List Price
- $463/SF
- 10 Days On Market
Last Listing Agent Tisa Del Valle American Caribbean Real Estate, Christie's International Real Estate

103 Blue Harbor Dr, Tavernier, FL 33070

/33
Est $979,971

Not Listed For Sale

88181 Old Hwy Unit 22C, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,593 Sq Ft
- Built 1979
88181 Old Hwy Unit 22C, Islamorada, FL 33036

Last Sold Summary
- 83 Days On Market
Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo

/31
$645,000

$50K PRICE DROP
- 2 Beds
- 2 Baths
- 1,148 Sq Ft
88500 Overseas Hwy Unit 424, Tavernier, FL 33070

Welcome to Summer Sea Condominium Apt 424, a beautifully remodeled and fully furnished bayfront residence in the heart of Islamorada. This turnkey, 2-bedroom, 2-full bath condominium offers 1,148 square feet of light-filled living space with open water bay views from an oversized double-width balcony perched among the treetops on the top floor.Designed for both comfort and entertaining, the

Jonelle Kop Blue 9 Realty, Inc.

88500 Overseas Hwy Unit 424, Tavernier, FL 33070
/2
$4,200,000

Sold Sep 02, 2026

166 Bayview Dr, Islamorada, FL 33036
- 4 Beds
- 4 Baths
- 2,478 Sq Ft
- Built 1968
Last Sold Summary
- 25% Below List Price
- $1,695/SF
- 247 Days On Market
Current Estimated Value $4,564,534

166 Bayview Dr, Islamorada, FL 33036

/2
Est $1,377,385

Not Listed For Sale

87851 Old Hwy Unit P45 & 50' boat slip, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 1,813 Sq Ft
- Built 1989
87851 Old Hwy Unit P45 & 50' boat slip, Islamorada, FL 33036

/42
$2,000,000
- 4 Beds
- 3 Baths
- 2,112 Sq Ft
225 Normandy Dr, Tavernier, FL 33070

Tavernier Dream Home, Direct Ocean Access and views!! Live where every day feels like a vacation.Welcome to your slice of paradise in Tavernier -- a stunning waterfront home designed for boat lovers, ocean dreamers, and fishing enthusiasts. Property Highlights: - 2 story, 4 Bedrooms, 3 Bathrooms.- Direct Ocean Access.- 2 Private Balconies with breathtaking water views.- 25,000

Germain Garcia, PA Lifestyle International Realty

225 Normandy Dr, Tavernier, FL 33070
/107
$3,725,000

Sold May 04, 2026

406 S Coconut Palm Blvd, Tavernier, FL 33070
- 4 Beds
- 4 Baths
- 4,144 Sq Ft
- Built 1966
Last Sold Summary
- 14% Below List Price
- $899/SF
- 48 Days On Market
Current Estimated Value $3,904,202

Last Listing Agent April Struhs Coldwell Banker Schmitt Key Largo

406 S Coconut Palm Blvd, Tavernier, FL 33070

Not Listed For Sale

26 Overseas Hwy, Islamorada, FL 33036
26 Overseas Hwy, Islamorada, FL 33036

Last Sold Summary
- 125 Days On Market
Last Listing Agent Jacqueline Morales Florida Realty of Miami Corp

/88
$6,999,000
- 4 Beds
- 4.5 Baths
- 2,797 Sq Ft
88110 Overseas Hwy, Islamorada, FL 33036

Private Bayfront Estate in desirable Islamorada offering a serene ambiance on an oversized parcel of pristine bayfront with breathtaking sunsets and unobstructed panoramic views of the Florida Bay. This exceptional waterfront retreat features an irreplaceable protected boat basin, concrete jetty, and T-dock providing superior deep-water dockage. Encompassing 4,000 square feet of beautifully

Lisa Frins Langley Knight Gardner Islamorada

88110 Overseas Hwy, Islamorada, FL 33036
/16
$2,500,000

Sold Aug 12, 2026

154 Biscayne Blvd, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,368 Sq Ft
- Built 1987
Last Sold Summary
- $1,827/SF
- 3 Days On Market
Current Estimated Value $2,496,231

Last Listing Agent Isabella Medlin Keller Williams Key West Compass Realty

154 Biscayne Blvd, Islamorada, FL 33036

/39
Est $1,248,502

Not Listed For Sale

88540 Overseas Hwy Unit 701, Tavernier, FL 33070
- 2 Beds
- 2.5 Baths
- 1,298 Sq Ft
- Built 1985
88540 Overseas Hwy Unit 701, Tavernier, FL 33070

Last Sold Summary
- 117 Days On Market
Last Listing Agent Andrea (Andi) Saylor Keys Holiday Real Estate, Inc.

/46
$769,000

Open House 9/27 $30K PRICE DROP
- 4 Beds
- 2 Baths
- 1,512 Sq Ft
112 Peace Ave, Tavernier, FL 33070

Located in the heart of Tavernier, ideally situated between Key Largo and Islamorada, this well appointed four bedroom, two bath home offers a blend of comfort, functionality, and relaxed outdoor living.The spacious downstairs garage and storage area present exceptional flexibility, ideal for multiple uses from hobby space to additional storage for boating and recreational gear. The fully

Lindsey Stanton Berkshire Hathaway HomeServices Freewheeler Realty

112 Peace Ave, Tavernier, FL 33070
/2
$2,500,000

Sold Mar 13, 2026

141 El Capitan Dr, Islamorada, FL 33036
- 4 Beds
- 3 Baths
- 2,098 Sq Ft
- Built 1988
Last Sold Summary
- 11% Below List Price
- $1,192/SF
- 28 Days On Market
Current Estimated Value $2,494,919

Last Listing Agent Raul Hernandez Phantom Real Estate

141 El Capitan Dr, Islamorada, FL 33036

/25
Est $947,104

Not Listed For Sale

159 Florida Ave, Tavernier, FL 33070
- 4 Beds
- Built 1970
159 Florida Ave, Tavernier, FL 33070

Last Sold Summary
- 62 Days On Market
Last Listing Agent The Florida Keys Sold Sisters Ocean Sotheby's International Realty

/19
$845,000
- 3 Beds
- 2 Baths
- 1,372 Sq Ft
203 Tarpon St, Tavernier, FL 33070

Steps to the Ocean! Great location on a corner lot in historic downtown Tavernier only one block from the ocean and close to shopping, dining, marinas, movie theater and more. This home has a newer metal roof and a separate garage building. This is a perfect spot to either renovate or use the existing home as a building right to build your dream home! Downstairs is the original 1958 home with two

Brett Newman Coldwell Banker Schmitt Islamorada

203 Tarpon St, Tavernier, FL 33070
/42
$255,000

Sold Apr 13, 2026

88500 Overseas Hwy Unit 233, Tavernier, FL 33070
- 1 Bed
- 1 Bath
- 398 Sq Ft
- Built 1976
Last Sold Summary
- 12% Below List Price
- $641/SF
- 182 Days On Market
Current Estimated Value $254,895

Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

88500 Overseas Hwy Unit 233, Tavernier, FL 33070

/2
Est $3,154,264

Not Listed For Sale

168 Harborview Dr, Tavernier, FL 33070
- 4 Beds
- 3 Baths
- 1,690 Sq Ft
- Built 1974
168 Harborview Dr, Tavernier, FL 33070

/61
$2,899,000
- 2,409 Sq Ft
127 121 Monroe Dr Unit 13, Islamorada, FL 33070

Exceptional investment and lifestyle opportunity in the heart of Plantation Key. This offering includes a triplex income property together with the adjacent multifamily lot, giving you both immediate rental income and room to grow. In Islamorada, it's rare to find side-by-side multifamily parcels in such a convenient, desirable neighborhood. This CBS triplex is 2,409 sq ft on a 7,500 sq ft lot,

Ewa Schwarz LoKation

127 121 Monroe Dr Unit 13, Islamorada, FL 33070
/36
$625,000

Sold Dec 16, 2025

79901 Overseas Hwy Unit 403, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 981 Sq Ft
- Built 1976
Last Sold Summary
- 11% Below List Price
- $637/SF
- 263 Days On Market
Current Estimated Value $626,073

Last Listing Agent Andrea (Andi) Saylor Keys Holiday Real Estate, Inc.

79901 Overseas Hwy Unit 403, Islamorada, FL 33036

/37
Est $760,098

Not Listed For Sale

81801 Overseas Hwy Unit 722, Islamorada, FL 33036
- 1 Bed
- 1 Bath
- 550 Sq Ft
- Built 1988
81801 Overseas Hwy Unit 722, Islamorada, FL 33036

Last Sold Summary
- 37 Days On Market
Last Listing Agent Michelle Rusch LoKation

/9
$1,750

Pending
- 1 Bath
91865 Overseas Hwy Unit 101, Tavernier, FL 33070

Discover this fully furnished and equipped apartment, ready for you to move in. Located at Mile Marker 98 in Tavernier, this unit offers an unbeatable location with direct exposure on the Overseas Highway. The building recently underwent over $100,000 in furnitures, including brand-new appliances and top on the line equipment in each unit. The building is a hub of activity, with popular

Shani Maimoni Related ISG International Realty

91865 Overseas Hwy Unit 101, Tavernier, FL 33070
/42
$1,150,000

Sold Sep 17, 2025

115 Toner Ln, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1958
Last Sold Summary
- 13% Below List Price
- $958/SF
- 249 Days On Market
Current Estimated Value $1,266,075

Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

115 Toner Ln, Islamorada, FL 33036

/15
Est $745,244

Not Listed For Sale

81801 Overseas Hwy Unit 612, Islamorada, FL 33036
- 1 Bed
- 1 Bath
- 550 Sq Ft
- Built 1988
81801 Overseas Hwy Unit 612, Islamorada, FL 33036

Last Sold Summary
- 8 Days On Market
Last Listing Agent Eric Rizzo Ocean Sotheby's International Realty

/68
$2,899,000

$500K PRICE INCREASE
- 4 Beds
- 4 Baths
- 2,409 Sq Ft
127 & 121 Monroe Dr Unit 1-3, Plantation Key, FL 33070

Exceptional investment and lifestyle opportunity in the heart of Plantation Key. This offering includes a triplex income property together with the adjacent multifamily lot, giving you both immediate rental income and room to grow. In the Village of Islamorada, it is rare to find side-by-side multifamily parcels in such a convenient, desirable Upper Keys neighborhood.127 Monroe Drive is a

Peter Schwarz-Top Producer LoKation Real Estate - Pompano Beach

127 & 121 Monroe Dr Unit 1-3, Plantation Key, FL 33070
/47
$2,425,000

Sold Aug 03, 2026

81906 Overseas Hwy Unit 3, Islamorada, FL 33036
- 3 Beds
- 3.5 Baths
- 1,768 Sq Ft
- Built 2020
Last Sold Summary
- 8% Below List Price
- $1,372/SF
- 182 Days On Market
Current Estimated Value $2,555,930

Last Listing Agent Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

81906 Overseas Hwy Unit 3, Islamorada, FL 33036

/49
Est $1,652,163

Not Listed For Sale

240 S 240 Coconut Palm Blvd, Plantation Key, FL 33070
- 2 Beds
- 1.5 Baths
- 1,022 Sq Ft
- Built 1964
240 S 240 Coconut Palm Blvd, Plantation Key, FL 33070

Last Sold Summary
- 30 Days On Market
Last Listing Agent Claire Johnson Exit Realty Florida Keys TAV

/34
$699,000
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
235 Tarpon St, Tavernier, FL 33070

Welcome to your private slice of the Florida Keys at 235 Tarpon Street in Tavernier. Surrounded by lush tropical landscaping, this charming single-level home offers a relaxed island feel with great privacy, generous outdoor space, and easy everyday living. A spacious gravel driveway and covered carport provide plenty of parking, while the inviting front entry sets the tone for the home's warm

Jamie Engel Coldwell Banker Schmitt Islamorada

235 Tarpon St, Tavernier, FL 33070

Showing Results 241 - 280, Page 7 of 18

Florida Monroe County

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Islamorada, FL Homes

Real Estate & Homes