5,095

Monroe, FL Homes in ZIP Code 33036

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  • /67

    $1,699,999

    • 3 Beds
    • 3 Baths
    • 1,066 Sq Ft

    126 Columbus Dr, Islamorada, FL 33036

    Incoming producing property with bookings in place! Florida Keys home, 1,827 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed & elevated in 2021. Boaters paradise w/75FT of dockage, under 5 minute ride to open ocean + easy access to bay as well, plenty of space to install a

    Agent Photo

    Jessica Wolf

    Luxe Properties

    (844) 443-0253

    126 Columbus Dr, Islamorada, FL 33036
  • /79

    $11,500 per month

    • 4 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • House for Rent

    129 Nautilus Dr, Islamorada, FL 33036

    Your White Marlin Beach seasonal rental awaits! Sleeps up to 12 guests. This charming two-story property offers a rare layout perfect for multigenerational living, private guest stays below for your guests. The main living quarters are located upstairs, while the ground level features a private two-bedroom, one-bathroom suite complete with its own kitchenette and entrance. Whether you want to

    Agent Photo

    Victor Ruiz

    Move Miami, LLC.

    (877) 706-6314

    129 Nautilus Dr, Islamorada, FL 33036
  • /43

    $1,150,000 Sold Aug 04, 2025

    • 1,620 Sq Ft
    • $710/SF
    • 104 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2007

    116 Anglers Way, Islamorada, FL 33036

    Welcome to your perfect getaway in the heart of the Florida Keys! This beautifully updated 2-bedroom, 2.5 bathroom townhouse is located in Islamorarda in a resort-style community with fantastic amenities. Whether you're looking for a vacation home, an investment property, or both, this tropical retreat offers everything you need.Enjoy an open-concept living space with abundant natural light, a

    Kimberly Gray LoKation Real Estate

    116 Anglers Way, Islamorada, FL 33036
    • /2

      Est $3,253,030 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 2,539 Sq Ft

      80639 Old Hwy Unit 203, Islamorada, FL 33036

      80639 Old Hwy Unit 203, Islamorada, FL 33036
  • /58

    $1,990,000

    • 3 Beds
    • 3 Baths
    • 2,150 Sq Ft

    159 Iroquois Dr, Islamorada, FL 33036

    Welcome to your dream home in the heart of Islamorada! This beautifully remodeled 3-bedroom, 3-bathroom 'Florida modern' home offers the perfect blend of luxury and convenience. Located on a fantastic canal just moments from the ocean, this turn-key property is ready for you to move in and start living the ultimate Florida lifestyle.The spacious, open-concept floor plan is bathed in natural

    Agent Photo

    Pierre Bellion

    Ocean Sotheby's International Realty

    (645) 205-0201

    159 Iroquois Dr, Islamorada, FL 33036
  • /19

    $2,900 per month

    • 2 Beds
    • 1.5 Baths
    • 981 Sq Ft
    • Condo for Rent

    87465 Old Hwy, Islamorada, FL 33036

    Experience the Unique Lifestyle of the Keys in this Spectacular Furnished Apartment at Plantation by The Sea!Located in the prestigious and convenient Islamorada, this exclusive two-story townhouse-style condo is the perfect retreat for those seeking comfort and authentic coastal living. Fully furnished and equipped—just bring your suitcase and get ready to enjoy!This charming

    87465 Old Hwy, Islamorada, FL 33036
  • /65

    $1,099,000 Sold Aug 01, 2025

    • 1,680 Sq Ft
    • $654/SF
    • 126 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2023

    84745 Old Hwy Unit 1, Islamorada, FL 33036

    Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each

    Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

    84745 Old Hwy Unit 1, Islamorada, FL 33036
    • /53

      Est $2,060,693 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 1,829 Sq Ft

      81906 Overseas Hwy, Islamorada, FL 33036

      81906 Overseas Hwy, Islamorada, FL 33036
  • /58

    $3,750,000

    • 5 Beds
    • 3 Baths
    • 2,425 Sq Ft

    230 Biscayne Blvd, Islamorada, FL 33036

    Exquisite Canal Front Retreat in Prestigious Port Antigua, IslamoradaWelcome to your dream waterfront oasis in the highly coveted Port Antigua community of Islamorada. This meticulously remodeled 5-bedroom, 3-bath (3 Up / 2 Down) residence embodies luxury coastal living with 100 feet of premier dockage, offering effortless access to Florida Bay, Channel 2, and Channel 5, placing the Atlantic

    Agent Photo

    Krissy Carnahan

    Realty ONE Group Destination (ISL)

    (786) 982-7889

    230 Biscayne Blvd, Islamorada, FL 33036
  • /13

    $3,100 per month

    • 2 Beds
    • 1 Bath
    • Property for Rent

    144 Palermo Dr Unit 2, Islamorada, FL 33036

    Beautiful 2 bedroom, 1 bath waterfront rental in Venetian Shores with tile floors throughout. Granite Kitchens w SS appliances. Marble Pavers, dock w Boat Lift, & fish cleaning station.

    Greg Dully RE/MAX All Keys Real Estate

    144 Palermo Dr Unit 2, Islamorada, FL 33036
  • /21

    $710,000 Sold Aug 01, 2025

    • 1,152 Sq Ft
    • $616/SF
    • 194 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    60 Cortez Ln, Islamorada, FL 33036

    MOTIVATED SELLER !!! Florida Keys Living! Here is your chance to own your new forever home or vacation home in the beauty and charm of the Florida Keys. Located at the southern end of Islamorada is Lower Matecumbe Key. The peacefulness and laid back atmosphere here in ''Lower Mat'' is what makes this one of the most sought after areas to call home! This 3 bedroom 2 bath sits on a nearly 9500

    Krissy Carnahan Realty ONE Group Destination (ISL)

    60 Cortez Ln, Islamorada, FL 33036
    • /42

      Est $2,747,378 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,139 Sq Ft

      80639 Old Hwy Unit 403, Islamorada, FL 33036

      80639 Old Hwy Unit 403, Islamorada, FL 33036
  • /34

    $690,999

    • 2 Beds
    • 2.5 Baths
    • 1,365 Sq Ft

    87200 Overseas Hwy Unit 8, Islamorada, FL 33036

    ONE DAY ONLY PRICE REDUCTION FOR OPEN HOUSE SPECIAL - AUGUST 1 to $675,990! Turnkey Investment in Executive Bay Club - Islamorada $6,500/Month Seasonal Potential!Fully furnished 2BR + large loft, 2.5BA townhome in Islamorada's most desirable bay-front community. Comfortably sleeps 7+ and features a remodeled kitchen with quartz counters, stainless appliances, updated tile floors, and custom

    Agent Photo

    Krissy Carnahan

    Realty ONE Group Destination (ISL)

    (786) 802-7757

    87200 Overseas Hwy Unit 8, Islamorada, FL 33036
  • /7

    $2,599 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    74560 Overseas Hwy Unit 2, Islamorada, FL 33036

    Astonishing fully renovated waterfront apartment for rent! Enjoy a brand-new kitchen with stainless steel appliances, quartz countertops, and plenty of cabinetry. The spacious bedroom and eat-in kitchen offer comfort and style, while the luxurious tiled shower features a premium rain-style system. Step outside to your private sandy patio and experience true paradise with breathtaking water views

    Giancarlo Espinosa Virtual Realty Group FL Keys Inc

    74560 Overseas Hwy Unit 2, Islamorada, FL 33036
  • /63

    $565,000 Sold Jul 31, 2025

    • 1,355 Sq Ft
    • $417/SF
    • 87 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1980

    87200 Overseas Hwy Unit 5, Islamorada, FL 33036

    Discover the best of FL Keys living in this updated 2BR/3BA villa in Islamorada's Executive Bay Club! Features include wood-look tile thru-out, granite counters, SS appliances, tankless WH, new A/C & loft space for added flex. Spacious primary suite w/ built-in closets. Just steps to pool, beach, tennis, pickleball, bball & more. Enjoy pet-friendly living w/ first-come, first-serve boat dock

    Christian Hoheb Compass Florida, LLC.

    87200 Overseas Hwy Unit 5, Islamorada, FL 33036
    • /2

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,553 Sq Ft

      88181 Old Hwy Unit A1 and 50' slip 2, Islamorada, FL 33036

      88181 Old Hwy Unit A1 and 50' slip 2, Islamorada, FL 33036
  • /36

    $1,500,000

    • 2 Beds
    • 2.5 Baths
    • 1,137 Sq Ft

    120 Anglers Way, Islamorada, FL 33036

    Islamorada Exclusive Anglers Reef Resort! An oceanfront gated community with resort -style amenities, marina, & 2 sandy beaches; this fully furnished, two-story single-family home, w/ 2 Bedrooms, 2.5 Baths, is a treasure for ocean lovers & investors alike. Premium features include impact windows & doors, stainless steel appliances, wood cabinetry, & granite countertops. A Boater’s Paradise with

    Agent Photo

    Scot Drucker

    Compass Florida, LLC.

    (786) 659-1667

    120 Anglers Way, Islamorada, FL 33036
  • /37

    $4,500 per month

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • House for Rent

    122 Leoni Dr, Islamorada, FL 33036

    Located in the desirable Venetian Shores neighborhood, this canal-front home features 70 feet of dockage with direct access to Snake Creek. The upstairs offers a 2BR/1BA layout with kitchen and living area, while the separate 1BR/1BA downstairs apartment is perfect for guests or extended family. Enjoy relaxed waterfront living in Islamorada where every day feels like a getaway! Available starting

    Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    122 Leoni Dr, Islamorada, FL 33036
  • /57

    $1,800,000 Sold Jul 30, 2025

    • 1,178 Sq Ft
    • $1528/SF
    • 158 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1981

    186 Biscayne Blvd, Islamorada, FL 33036

    This solid concrete home is located in one of Lower Matecumbe's most sought-after subdivisions, offering 75 feet of prime waterfrontage on a peaceful canal with serene nature views--no neighboring homes across canal. The ground level features a permitted bath, a spacious workshop, and a carport with soaring high ceilings, providing ample storage.Enjoy your private slice of paradise with a dock

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    186 Biscayne Blvd, Islamorada, FL 33036
    • /36

      Est $1,240,306 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,445 Sq Ft

      118 Pippin Dr, Islamorada, FL 33036

      118 Pippin Dr, Islamorada, FL 33036
  • /42

    $720,000

    • 2 Beds
    • 2 Baths
    • 1,079 Sq Ft

    118 Cortez Dr Unit A, Islamorada, FL 33036

    Welcome to Islamorada South Condominiums, this 2-bedroom 2-bathroom condo is located in picturesque Islamorada. Step inside and discover a spacious townhouse type condo with upgraded hurricane-resistant windows and doors, ensuring a peaceful and serene environment throughout the year. This unit is move-in ready, inviting you to start enjoying the Florida Keys lifestyle right away.Islamorada South

    Agent Photo

    Krissy Carnahan

    Realty ONE Group Destination (ISL)

    (786) 952-7129

    118 Cortez Dr Unit A, Islamorada, FL 33036
  • /10

    $2,000 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    74560 Overseas Hwy Unit 7, Islamorada, FL 33036

    Discover coastal living at its finest with this stylish and updated one-bedroom apartment just **15 steps from the ocean**! ??This beautifully designed unit features a **spacious layout**, a **modern kitchen** with updated appliances, and a **luxurious bathroom** complete with **washer/dryer hookups**. Enjoy the comfort of a **giant walk-in closet** and the sound of the waves just outside

    Giancarlo Espinosa Virtual Realty Group FL Keys Inc

    74560 Overseas Hwy Unit 7, Islamorada, FL 33036
  • /2

    $1,342,000 Sold Jul 25, 2025

    • 960 Sq Ft
    • $1398/SF
    • 116 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    176 Iroquois Dr, Islamorada, FL 33036

    Welcome to Two White Turtles, a beautifully renovated, turnkey waterfront coastal paradise retreat - perfect for a vacation rental, second home, or primary residence. This stunning canal-front property offers homeowner access to a rare white sandy BEACH and is designed for the ultimate Florida Keys lifestyle. The grand French door entrance leads to open-concept areawhich features soaring

    Peter Schwarz-Top Producer LoKation Real Estate

    176 Iroquois Dr, Islamorada, FL 33036
    • /2

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,593 Sq Ft

      88181 Old Hwy Unit g1 & 30' slip 57, Islamorada, FL 33036

      88181 Old Hwy Unit g1 & 30' slip 57, Islamorada, FL 33036
  • /3

    $5,900,000

    • Land
    • 10 Acres
    • $590,000 per Acre

    0 Old Hwy Unit 607837, Islamorada, FL 33036

    Islamorada 10 Acres of vacant land! Bring your vision to life! Oceanfront residential across from Founders Park. Build your dream home here with 830 ft on the waterfront and Old Hwy. Great location north of Plantation Lake Estates. Older vegetation survey on file. Buyer to verify buildability.

    Agent Photo

    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    (786) 730-9041

    0 Old Hwy Unit 607837, Islamorada, FL 33036
  • /18

    $5,000 per month

    • 3 Beds
    • 2 Baths
    • 1,525 Sq Ft
    • House for Rent

    189 E Carroll St, Islamorada, FL 33036

    This charming, fully furnished 3-bedroom, 3-bath home offers the perfect blend of comfort, style, and location for long-term living in Islamorada. The main floor features 2 bedrooms, 1 bathroom, an updated kitchen and spacious living and dining area with seamless access to a large covered porch. The primary suite spans the entire third floor, complete with a walk-in closet, spacious bathroom, and

    Seanna Lindback Sea Haven Realty, Inc.

    189 E Carroll St, Islamorada, FL 33036
  • /41

    $1,650,000 Sold Jul 23, 2025

    • 1,322 Sq Ft
    • $1248/SF
    • 280 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1959

    75621 Overseas Hwy, Islamorada, FL 33036

    Welcome to this charming Old Florida-style cottage, an ideal weekend retreat nestled on Lower Matecumbe Key in Islamorada! This property is set on nearly half an acre, boasting an impressive 100 ft of private beach frontage directly on the crystal-clear ocean. This cottage is a perfect fixer-upper opportunity, offering you the chance to renovate and personalize the existing structure or build

    Kim Thaler Ocean Sotheby's International Realty

    75621 Overseas Hwy, Islamorada, FL 33036
    • /31

      Est $377,674 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 611 Sq Ft

      90341 Old Hwy Unit 7, Islamorada, FL 33036

      90341 Old Hwy Unit 7, Islamorada, FL 33036
  • /49

    $1,195,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    192 E Ridge Rd, Islamorada, FL 33036

    Discover your dream getaway in this charming island retreat, perfectly situated on one of Islamorada's most coveted streets. Surrounded by tropical lush vegetation, this all-concrete property offers the ideal blend of privacy and access to paradise, just steps away from Founders Park, featuring a beach, tennis and pickleball courts, and an Olympic-sized pool.This two-bedroom, one-bathroom home

    Agent Photo

    Pierre Bellion

    Ocean Sotheby's International Realty

    (786) 840-9826

    192 E Ridge Rd, Islamorada, FL 33036
  • /22

    $5,000 per month

    • 3 Beds
    • 3 Baths
    • 1,550 Sq Ft
    • House for Rent

    191 E Carroll St, Islamorada, FL 33036

    This beautifully furnished 3-bedroom, 3-bathroom home in the heart of Islamorada is ready for you to move right in--just bring your toothbrush! Featuring a large living and dining space with vaulted ceilings, two oversized porches with tons of privacy, and covered parking, this home is stylish yet functional. Tucked away off a private road at Mile Marker 82, this home feels like a hidden gem

    Seanna Lindback Sea Haven Realty, Inc.

    191 E Carroll St, Islamorada, FL 33036
  • /52

    $2,625,000 Sold Jul 21, 2025

    • 2,229 Sq Ft
    • $1178/SF
    • 49 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1973

    124 Palermo Dr, Islamorada, FL 33036

    OPEN TODAY JUNE 16, 4-5:30PM!! Welcome to your turn-key waterfront oasis in the heart of the Florida Keys! This beautifully updated 4-bedroom, 3-bath concrete home captures the essence of island living, offering direct access to both the bayside and oceanside--truly a boater's paradise. The expansive freshly painted concrete dock provides plenty of room for all your watercraft, whether you're

    Christy Hughes Coldwell Banker Schmitt Islamorada

    124 Palermo Dr, Islamorada, FL 33036
    • /38

      Est $1,703,569 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,680 Sq Ft

      84 Johnston Ave Unit 6, Islamorada, FL 33036

      84 Johnston Ave Unit 6, Islamorada, FL 33036
  • /31

    $749,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,095 Sq Ft

    100 Parker Dr, Islamorada, FL 33036

    MOTIVATED SELLER!! ALL OFFERS WILL BE CONSIDERED!! SELLER OFFERING $10k CREDIT TOWARD CLOSING COSTS!!Welcome to 100 Parker Drive, a delightful 2-bedroom, 2-bath all-concrete home nestled in one of Islamorada's most sought-after neighborhoods. Tucked away between the Overseas Highway and the Old Highway, this quaint, quiet, and family-friendly street is a hidden gem, offering the perfect blend of

    Agent Photo

    Krissy Carnahan

    Realty ONE Group Destination (ISL)

    (305) 676-8502

    100 Parker Dr, Islamorada, FL 33036
  • /17

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • 2,700 Sq Ft
    • Apartment for Rent

    198 Gulfview Dr Unit 3, Islamorada, FL 33036

    Top-Floor Apartment on Canal – Islamorada, FLLive the Keys lifestyle in this third-floor, 2-bedroom, 1-bath unit in beautiful Islamorada. Enjoy wrap-around balcony views, natural light, and a relaxed coastal vibe.Features include: Private dock access (boat slip negotiable with rent) Residents-only beach just a short walk away—one of the best in the Keys 2 assigned parking spaces On-site laundry

    Ronnette Mendoza Coldwell Banker Realty

    198 Gulfview Dr Unit 3, Islamorada, FL 33036
  • /32

    $630,000 Sold Jul 18, 2025

    • 2,016 Sq Ft
    • $312/SF
    • 247 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1958

    110 Knowles St, Islamorada, FL 33036

    This lovely home is classic Keys on the outside, with modern elegance on the inside. Secluded on high ground in the heart of downtown Islamorada, this accommodating three-bedroom, two-bath residence offers abundant space for relaxation and entertainment, including an inviting back porch, surrounded by lush landscaping that enhances the serene atmosphere. The expansive front and back yards

    Lara Rutskin Coldwell Banker Schmitt Real Estate Co.

    110 Knowles St, Islamorada, FL 33036
    • /33

      Est $974,175 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,593 Sq Ft

      88181 Old Hwy Unit 22C, Islamorada, FL 33036

      88181 Old Hwy Unit 22C, Islamorada, FL 33036
  • /46

    $590,000

    • 2 Beds
    • 2 Baths
    • 1,343 Sq Ft

    87200 Overseas Hwy Unit 9, Islamorada, FL 33036

    Welcome to your new home in the heart of Islamorada! This desirable 2-bedroom, 2-bathroom townhouse offers an exceptional blend of comfort and luxury, perfect for those seeking a serene yet vibrant coastal lifestyle.Step inside to discover a spacious living area bathed in natural light, designed with an open-concept layout that flows seamlessly into the outdoor space. The modern kitchen is a

    Agent Photo

    Pierre Bellion

    Ocean Sotheby's International Realty

    (305) 930-7942

    87200 Overseas Hwy Unit 9, Islamorada, FL 33036
  • /22

    $2,500 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    88500 Overseas Hwy Unit 419, Tavernier, FL 33070

    Impeccable, turnkey unit in Summer Sea Condo - waterfront building on the Bayside. Beautiful pool and Bay views. Amazing building with great amenities: pool, billiards room, exercise room, community room, playroom, Beach area with the most amazing sunsets, marina (first come - first serve), barbecue areas, fishing stations, and so much more

    Nerida Deza Keller Williams Capital Realty

    88500 Overseas Hwy Unit 419, Tavernier, FL 33070
  • /30

    $405,000 Sold Jul 15, 2025

    • 574 Sq Ft
    • $706/SF
    • 313 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1976

    88500 Overseas Hwy Unit 319, Tavernier, FL 33070

    Welcome to your dream retreat at Summer Seas, where island living is easy living. This one-bedroom, one-bath condo is tastefully furnished with no detail spared, featuring new appliances and elegant furniture that perfectly complement the stunning Florida Bay views. Whether you're seeking a full-time residence or a vacation getaway, this condo offers a cozy, stylish space to call home.Summer Seas

    Elizabeth Jolin Coldwell Banker Schmitt Islamorada

    88500 Overseas Hwy Unit 319, Tavernier, FL 33070
    • /2

      Est $1,343,316 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,813 Sq Ft

      87851 Old Hwy Unit P45 & 50' boat slip, Islamorada, FL 33036

      87851 Old Hwy Unit P45 & 50' boat slip, Islamorada, FL 33036

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