Monroe County, FL Homes

/15
$2,899,000
- Land
94 Sunrise Dr, Marathon, FL 33050

Build your dream oceanfront home in the prestigious gated community of Sunrise Isle, a coastal island of just 20 properties located next to beautiful Sombrero Beach in the heart of Marathon. Build anytime you like as the property comes with a deeded City of Marathon Transferrable Building Right subject to the conditions of the City of Marathon. Generous 40,249 sq. ft. ocean and canal front lot (a

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 572-0195

94 Sunrise Dr, Marathon, FL 33050
/24
$3,200 per month
- 2 Beds
- 2.5 Baths
- 1,428 Sq Ft
- House for Rent
1315 Royal Palm Dr, Key Largo, FL 33037

New construction LONG-TERM Rental in Key Largo: 2 beds, 2.5 baths, 1,428 ft2. ALL CBS concrete, metal roof, and impact windows—above flood zone. Open concept, Bright open first floor with half-bath. Gourmet kitchen featuring quartz counters, Samsung smart appliances, built-in bar, and French doors leading to fenced yard with pavers and storage. Upstairs: two spacious bedrooms with walk-in

Kelly Randin RE/MAX All Keys Real Estate

1315 Royal Palm Dr, Key Largo, FL 33037
/36
$1,300,000 Sold Aug 29, 2025
- 2,019 Sq Ft
- $644/SF
- 192 Days On Market
- 4 Beds
- 2 Baths
- Built 1945
1327 Duncan St, Key West, FL 33040

Are you ready to build??? after talking with City Planning the new owner will be able to possibly renovate the main house and build a second new house Buyer to verify...Make your offer today.Welcome to 1327 Duncan Street, this property offers a 3 bedroom 1 bath single-family home plus a separate 1 bedroom 1 bath cottage with fenced in yard, laundry area, central air condition. The main

Barbara Crespo Keller Williams Key West Compass Realty

1327 Duncan St, Key West, FL 33040

/79
Est $4,323,207 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,434 Sq Ft
108 Sunrise Dr, Marathon, FL 33050

108 Sunrise Dr, Marathon, FL 33050

/30
$519,000
- 2 Beds
- 2 Baths
- 696 Sq Ft
3312 Northside Dr Unit 707, Key West, FL 33040

Stunning Renovated 2-Bedroom Condo with Panoramic Ocean Views - Key West, FLWelcome to your slice of paradise! This beautifully renovated 2-bedroom, 2-bath condo on the 7th floor offers breathtaking, unobstructed ocean views and the best of island living in Key West.Step inside to find a bright and airy open-concept living space, complete with modern finishes, sleek tile flooring, and expansive

Terrance Sullivan

Ocean Sotheby's International Realty

(786) 432-6623

3312 Northside Dr Unit 707, Key West, FL 33040
/49
$2,700 per month
- 3 Beds
- 1 Bath
- 1,300 Sq Ft
- Townhouse for Rent
82 N Conch Ave, Marathon, FL 33050

This is an up, down duplex in Conch Keys near Hawks cay resort and 10 mins to marathon. Each unit has its own washer and dryer and all kitchen appliances are included. This unit (downstairs) is newly renovated with new flooring throughout, a new bath vanity, new kitchen cabinets, countertops, oven/range and microwave. Owner is a FL licensed real estate broker.

82 N Conch Ave, Marathon, FL 33050
/45
$799,000 Sold Aug 29, 2025
- 1,875 Sq Ft
- $426/SF
- 171 Days On Market
- 2 Beds
- 2 Baths
- Built 1963
17338 Dolphin St E, Summerland Key, FL 33042

Nestled along a serene boating canal, this exceptional 2-bedroom, 2-bathroom home is a true masterpiece, crafted entirely from luxurious teak wood. With its timeless beauty and durable design, this home perfectly complements its natural surroundings, offering a tranquil retreat for water lovers.Step inside to find soaring cathedral ceilings that elevate the spacious living areas, flooding the

Alexa Morgan Buy The Keys

17338 Dolphin St E, Summerland Key, FL 33042

/60
Est $990,868 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,116 Sq Ft
40 Florida Dr, Key Largo, FL 33037

40 Florida Dr, Key Largo, FL 33037

/41
$1,899,000
- 3 Beds
- 3 Baths
- 1,998 Sq Ft
28573 Le Grand Rd, Little Torch Key, FL 33042

This 2,000 sq ft concrete fortress was designed and built by the current owner and sprawls over 3 waterfront lots boasting 325' of canal frontage. Enjoy fantastic fishing and diving just minutes away from the the 180' deep draft concrete dock complete with boat basin, private boat ramp and davits. Upon entering this 3 Bedroom, 3 Bath home, you are greeted with an oversized Great Room which opens

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 527-2862

28573 Le Grand Rd, Little Torch Key, FL 33042
/10
$2,100 per month
- 1 Bed
- 1 Bath
- 754 Sq Ft
- Condo for Rent
2601 S Roosevelt Blvd, Key West, FL 33040

100% Application before tour.Available: Oct 3rdPet Allowed.Discover your perfect Key West retreat! This cozy 754 sq ft condo at 2601 S Roosevelt Blvd offers a comfortable and efficient layout with one bedroom and one full bathroom. Perfectly sized for easy living, it's an ideal lock-and-leave option just moments from the beach and vibrant downtown. Enjoy the incredible convenience

Sandra Leufkens

2601 S Roosevelt Blvd, Key West, FL 33040
/30
$385,000 Sold Aug 29, 2025
- 1,747 Sq Ft
- $220/SF
- 201 Days On Market
- 3 Beds
- 3 Baths
- Built 1980
27858 Lobster Tail Trail, Summerland Key, FL 33042

Estate sale- Great opportunity to get a canal home in the Lower Keys. Very roomy floorplan with 1747 sq ft interior living , 3 bedrooms, 3 full bathrooms. Mobile home with addition on short stilts. 46' concrete seawall with great boating access. Neighborhood boat ramp. Fully deeded ownership. Sold in AS IS condition.

Sandra Tuttle Island Welcome Real Estate

27858 Lobster Tail Trail, Summerland Key, FL 33042

/2
Not Listed For Sale
- 2 Beds
- 2 Baths
- 960 Sq Ft
808 Oakwood Ave, Key Largo, FL 33037

808 Oakwood Ave, Key Largo, FL 33037

/18
$750,000
- Land
27941 Porgie Path, Summerland Key, FL 33042

Located on Little Torch Key, this ROGO EXEMPT 6,221 sq. ft. lot boasts spectacular stunning sunset views over the gulf. Fantastic Gulf access from the back yard boat ramp allowing easy access to get out on the water, whether you're heading out for a day of fishing or a sunset kayak and paddle board tour. This Little Torch Key property offers stunning Gulf side sunset views and a prime location

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 745-7897

27941 Porgie Path, Summerland Key, FL 33042
/49
$2,800 per month
- 3 Beds
- 1 Bath
- 1,300 Sq Ft
- Townhouse for Rent
82 N Conch Ave, Marathon, FL 33050

This is an up, down duplex in Conch Keys near Hawks cay resort and 10 mins to marathon. Each unit has its own washer and dryer and all kitchen appliances are included. This unit (downstairs) is newly renovated with new flooring throughout, a new bath vanity, new kitchen cabinets, countertops, oven/range and microwave. Owner is a FL licensed real estate broker.

82 N Conch Ave, Marathon, FL 33050
/21
$1,000,000 Sold Aug 29, 2025
- 1,050 Sq Ft
- $952/SF
- 250 Days On Market
- 2 Beds
- 2 Baths
- Built 1988
419 Blackbeard Rd, Summerland Key, FL 33042

2 Bed, 2 Bath Home on Double Lot with Full Seawall & Prime Boating Access Nestled in the serene beauty of Little Torch Key, this 2-bedroom, 2-bathroom home offers the ultimate in waterfront living. Situated on a spacious double lot with a full seawall, you'll enjoy peace of mind, privacy, and easy access to some of the best boating in the Florida Keys. The outdoor area is perfect for relaxation

Karen Haack Coldwell Banker Schmitt RE Co.

419 Blackbeard Rd, Summerland Key, FL 33042

/47
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,232 Sq Ft
500 Hazel St, Key Largo, FL 33037

500 Hazel St, Key Largo, FL 33037

/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

Pierre Bellion

Ocean Sotheby's International Realty

(645) 205-0201

159 Iroquois Dr, Islamorada, FL 33036
/38
$3,600 per month
- 3 Beds
- 2 Baths
- 1,900 Sq Ft
- House for Rent
17 Pompano Ave, Key Largo, FL 33037

For Rent - Now Available in Key Largo! Annual Rental.Spacious 3 Bedroom, 2 Bathroom Home | Over 1,900 Sq FtLocated in the highly sought-after Riviera Village (MM 105, Bay Side), this well-maintained home offers generous living space and an ideal layout for comfort and entertaining. Enjoy a fully fenced yard featuring a hot tub, fire pit, and plenty of room to relax or host guests. Furniture

Yvette Doherty Coldwell Banker Schmitt Key Largo

17 Pompano Ave, Key Largo, FL 33037
/35
$560,000 Sold Aug 29, 2025
- 1,129 Sq Ft
- $496/SF
- 196 Days On Market
- 2 Beds
- 2 Baths
- Built 1953
19616 Aztec St, Summerland Key, FL 33042

Nestled in a quiet and charming neighborhood on Sugarloaf Key, this beautifully remodeled 2-bedroom, 2-bathroom home offers a perfect blend of modern updates and coastal charm. With plenty of natural light throughout and crown molding accenting every room, this home feels both elegant and welcoming. The kitchen features newer, stainless steel appliances and stylish finishes, making it ideal for

Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

19616 Aztec St, Summerland Key, FL 33042

/2
Est $1,614,380 Not Listed For Sale
- 4 Beds
Unlisted Address

Unlisted Address

/37
$650,000
- 2 Beds
- 1.5 Baths
- 780 Sq Ft
2 Merganser Ln, Key West, FL 33040

Spread your wings on Merganser Lane - nestled in the lush serenity of the Key West Golf Club, this townhouse is your ticket to island living with a graceful touch. This impeccably upgraded home boasts one of the most desirable locations in the community conveniently situated near the guard gate and just steps from one of the two inviting pools. The lush, private yard is a haven for pet owners and

Nira Tocco

Coldwell Banker Schmitt RE Co.

(786) 396-5442

2 Merganser Ln, Key West, FL 33040
/29
$6,000 per month
- 3 Beds
- 2 Baths
- 2,110 Sq Ft
- House for Rent
159 Dubonnet Rd, Tavernier, FL 33070

6 - 12 month minimum. Rare opportunity. OCEANFRONT location offers spectacular water and island views. Situated on a quiet cul-de-sac, the community is located close to the centers of both Islamorada and Key Largo. Rent is less than the mortgage payment would be.3 bedrooms, 2 full bath living space plus downstairs laundry /storage room, carport. Incredible 180 degree water and island

159 Dubonnet Rd, Tavernier, FL 33070
/40
$635,000 Sold Aug 29, 2025
- 1,272 Sq Ft
- $499/SF
- 212 Days On Market
- 3 Beds
- 2 Baths
- Built 2003
31148 Avenue C, Big Pine Key, FL 33043

Don't miss out on this amazing property. This property is a true delight. This turn key 3-bedroom, 2-bath home in a nice neighborhood. Main bathroom offers a relaxing Jacuzzi tub, while the kitchen features elegant granite countertops and modern stainless steel appliances. This home offers the luxury of marble tile flooring and carpet throughout the bedrooms. Fenced in backyard is the perfect

Sandra Rodriguez Lokation Real Estate

31148 Avenue C, Big Pine Key, FL 33043

/37
Est $2,271,432 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,581 Sq Ft
1701 Laird St, Key West, FL 33040

1701 Laird St, Key West, FL 33040

/38
$949,000
- 3 Beds
- 2 Baths
- 1,204 Sq Ft
1633 Lantana Ln, Big Pine Key, FL 33043

Located in Big Pine Key, this 3-bedroom, 2-bathroom, canal front Pool Home is a perfect blend of comfort and coastal charm. Enter into the bright and airy Great Room filled with a plethora of natural light through lots of glass windows. The spacious Kitchen is a chef's delight offering stainless steel appliances, ample custom cabinetry, expansive granite countertops, and a central island with

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(866) 605-5015

1633 Lantana Ln, Big Pine Key, FL 33043
/15
$5,500 per month
- 4 Beds
- 3 Baths
- 2,276 Sq Ft
- House for Rent
305 Loeb Ave Unit 1, Key Largo, FL 33037

This complete modern home brings together luxury, comfort, and true spirit of the Keys. With soaring high ceilings, an open concept kitchen, and fully furnished interiors, every detail is ready for you to move right in.Step outside to your 30 foot dock, perfect for your boat and endless days on the water. From here, you're just minutes away from the sandbars, world class and unforgettable

Paola Diaz Munoz Luxe Properties

305 Loeb Ave Unit 1, Key Largo, FL 33037
/3
$290,000 Sold Aug 29, 2025
- 768 Sq Ft
- $378/SF
- 413 Days On Market
- 2 Beds
- 2 Baths
- Built 1993
351 46th St, Marathon, FL 33050

Two bedroom two bathroom mobile home with large screen porch in front.

Bill Wilkinson RE/MAX Keys To The Key

351 46th St, Marathon, FL 33050

/9
Est $2,561,818 Not Listed For Sale
- 3 Beds
234 Pescayo Ave, Marathon, FL 33050

234 Pescayo Ave, Marathon, FL 33050

/36
$709,000
- 2 Beds
- 2 Baths
- 981 Sq Ft
79901 Overseas Hwy Unit 403, Islamorada, FL 33036

RARE KEYS LIFESTYLE OPPORTUNITYThis isn't just a condo--it's your front-row seat to paradise. Where most people come to escape, you'll wake up every morning to the turquoise Atlantic and iconic views of Alligator Reef Lighthouse. The shoreline isn't getting any bigger, and opportunities like this are becoming increasingly rare.Step into a fully curated 2 BR, 2 BA luxury residence--turnkey and

Andrea (Andi) Saylor

Realty One Group Engage the Keys

(786) 807-9672

79901 Overseas Hwy Unit 403, Islamorada, FL 33036
/26
$2,600 per month
- 1 Bed
- 1.5 Baths
- 850 Sq Ft
- Condo for Rent
10877 Overseas Hwy Unit 96, Marathon, FL 33050

Ocean Isles Retreat: Your Annual Escape in Marathon, Florida KeysNestled within the serene landscapes of Marathon in the heart of the captivating Florida Keys, Ocean Isles presents an unparalleled opportunity for an annual rental that epitomizes coastal living at its finest. This exclusive retreat offers an idyllic haven where the boundless beauty of the ocean meets the tranquil charm of

10877 Overseas Hwy Unit 96, Marathon, FL 33050
/43
$1,170,000 Sold Aug 28, 2025
- 1,232 Sq Ft
- $950/SF
- 29 Days On Market
- 3 Beds
- 2 Baths
- Built 2022
1777 Pine Channel Dr, Summerland Key, FL 33042

Built in 2022, this elevated Gulf-front home on Little Torch Key enjoys water on 2 sides offering lots of privacy and fantastic water views from all angels. Designed with storm-ready construction in mind, it features impact-resistant windows and doors, a metal roof, and Hardi board siding for lasting durability and peace of mind. Inside, the home is bright and welcoming, with high ceilings, crown

Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

1777 Pine Channel Dr, Summerland Key, FL 33042

/2
Not Listed For Sale
- 8,460 Sq Ft
0 Coconut Dr, Key Largo, FL 33037

0 Coconut Dr, Key Largo, FL 33037

/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

Krissy Carnahan

Realty ONE Group Destination (ISL)

(786) 982-7889

230 Biscayne Blvd, Islamorada, FL 33036
/14
$4,250 per month
- 2 Beds
- 1 Bath
- 864 Sq Ft
- House for Rent
136 Marina Ave Unit EAST, Key Largo, FL 33037

Waterfront 2-Bedroom Getaway in Port Largo! This remodeled home is filled with natural lighting and showcases an open layout, modern kitchen with stainless steel appliances, in-unit laundry, covered parking, and a 12,000 lb boat lift. Enjoy the Keys lifestyle with a tiki hut, fish-cleaning station, tropical landscaping, and exclusive community boat ramp access—just minutes from parks, dining, and

Elian Sierra Ramos Julies Realty, LLC

136 Marina Ave Unit EAST, Key Largo, FL 33037
/36
$605,000 Sold Aug 28, 2025
- 1,242 Sq Ft
- $487/SF
- 6 Days On Market
- 3 Beds
- 2 Baths
- Built 2018
281 84th Street Ocean, Marathon, FL 33050

Welcome to 281 84th Street Ocean, a well-kept 3 bedroom, 2 bathroom home ideally located in the heart of Marathon. This elevated residence offers comfort, privacy, and versatility--perfect for full-time living, a vacation retreat, or a rental investment.The fully fenced lot provides plenty of space with a large yard, ample parking for vehicles, trailers, or boats, and a wood privacy fence. A

Sam Williams Coldwell Banker Schmitt Real Estate Co.

281 84th Street Ocean, Marathon, FL 33050

/55
Est $2,251,829 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,034 Sq Ft
296 Buttonwood Shores Dr, Key Largo, FL 33037

296 Buttonwood Shores Dr, Key Largo, FL 33037

/46
$697,000
- 2 Beds
- 2 Baths
- 1,447 Sq Ft
178 E Sandy Cir, Big Pine Key, FL 33043

LIVE THE KEYS LIFE SURROUNDED BY NATURE with the conveniences and amenities of Big Pine Key within easy reach. This charming, custom-built home is nestled in the trees on a 14,000 sq. ft. lot that has plenty of space for parking a boat trailer and/or RV. It offers wonderful porches that are great for bird watching from both levels. The abundant windows and French doors allow lots of light to

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(855) 528-9308

178 E Sandy Cir, Big Pine Key, FL 33043
/5
$2,650 per month
- 1 Bed
- 1 Bath
- 587 Sq Ft
- Condo for Rent
19 Sombrero Blvd, Marathon, FL 33050

This room has a full living room with TV, Full kitchen, a King size bed and a full bathroom with shower. Also, in addition to the interior room, there is a balcony and full use of our large swimming pool. Ample parking available on property's parking lot. The apartment is located walking distance from Publix, Walgreens, Bank of America, and UPS drop off store. Less than a mile drive from Home

19 Sombrero Blvd, Marathon, FL 33050
/71
$3,150,000 Sold Aug 28, 2025
- 4,976 Sq Ft
- $633/SF
- 118 Days On Market
- 6 Beds
- 7 Baths
- Built 2010
225 Colson Dr, Summerland Key, FL 33042

Experience the epitome of island luxury in this custom built 5,000 sq. ft. ICF (super energy efficient insulated concrete forms) constructed estate, where masterful design, refined finishes, and breathtaking ocean views come together in perfect harmony. Situated on over an acre of prime oceanfront land, this gated and walled compound offers the ultimate in privacy, serenity, and sophisticated

Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

225 Colson Dr, Summerland Key, FL 33042

/2
Est $701,133 Not Listed For Sale
- 3 Beds
40 Hibiscus Ln, Key Largo, FL 33037

40 Hibiscus Ln, Key Largo, FL 33037

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