Monroe, FL Homes

/51
$1,500,000 Open Sat 11AM - 1PM
- 4 Beds
- 2.5 Baths
- 2,166 Sq Ft
30985 Hibiscus Dr, Big Pine Key, FL 33043

NEARLY 1/2 ACRE OF CANAL-FRONT TROPICAL PARADISE! Boaters will appreciate 133 ft. of frontage; can dock mutliple boats along the 50 ft. wide canal and 25 ft. across the end of the canal. Approximately 60 ft. of concrete seawall with boat davits and fish cleaning station. Completely furnished, this 2,166 sf., 4-bedroom, 2.5-bath, CBS pool home is nestled on an impressive,19,762 sq. ft. double lot

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(844) 629-4607

30985 Hibiscus Dr, Big Pine Key, FL 33043
/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
/40
$825,000 Sold Aug 04, 2025
- 918 Sq Ft
- $899/SF
- 157 Days On Market
- 2 Beds
- 2 Baths
- Built 1959
260 Airport Dr S, Summerland Key, FL 33042

Attention pilots & boaters: Park your private plane in the front and your boat in the back! This 2 bedroom home in the highly sought-after Summerland Key Cove Airport Community offers the perfect low-maintenance retreat in the Florida Keys. Located at Mile Marker 24, this property boasts 60 feet of dockage, complete with a 14,000 lb boat liftThe unique layout of this home features one bedroom,

Francesca Santiago Keller Williams Realty Professionals (KW)

260 Airport Dr S, Summerland Key, FL 33042

/17
Not Listed For Sale
- 3 Beds
- 2 Baths
- 776 Sq Ft
Unlisted Address

Unlisted Address

/50
$1,699,000
- 4 Beds
- 3 Baths
- 1,967 Sq Ft
1068 Buttonwood Dr E, Summerland Key, FL 33042

Tucked away in the prestigious Sugarloaf Shores neighborhood this exceptionally private canal front retreat sits high on the ground sprawling over 1/2 acre of lushly landscaped fenced and gated grounds. Step inside the Living Room where large impact windows greet you boasting picturesque pool and garden views while flooding the space with natural light, creating an airy, welcoming atmosphere.

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 751-6658

1068 Buttonwood Dr E, Summerland Key, FL 33042
/14
$2,800 per month
- 2 Beds
- 1 Bath
- 620 Sq Ft
- Property for Rent
6440 2nd St Unit 9, Key West, FL 33040

Half of a Duplex, unfurnished, tenant pays for all utilities, instant on demand tankless water heater saves on your electric bill. Approx. 600 Sq.Ft. 2 units per building so only 1 shared wall for a typical duplex layout with fenced gravel yard, landscaping with palm trees. Has hookups for a clothes washing machine or the new combination models that wash and dry in the same drum. Kitchen has a

Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)

6440 2nd St Unit 9, Key West, FL 33040
/27
$1,100,000 Sold Aug 01, 2025
- 1,280 Sq Ft
- $859/SF
- 2 Days On Market
- 3 Beds
- 2 Baths
- Built 1961
12 Aster Terrace, Key West, FL 33040

Welcome to 12 Aster Terrace, a canalfront 3-bedroom 2-bathroom home located in the highly desirable Key Haven neighborhood--just minutes from downtown Key West. This single-level property features 60 feet of water frontage, 60-foot private seawall with boat lift, and excellent boating access to the Gulf and Atlantic. The home offers 1,280 sq. ft. of living space, a carport, and a spacious

Connor Nelson Berkshire Hathaway HomeServices Knight & Gardner Realty

12 Aster Terrace, Key West, FL 33040

/2
Est $563,832 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,232 Sq Ft
27188 Dolphin Rd, Ramrod Key, FL 33042

27188 Dolphin Rd, Ramrod Key, FL 33042

/28
$280,000
- Land
94825 Overseas Hwy Unit 68, Key Largo, FL 33037

BUILD YOUR DREAM HOME! Exclusive New Community! Plans included for a 3 story all concrete home with roof top deck and space for an elevator. 3-bedroom, 2.5 bath with open parking and storage below.Key Largo Ocean Resort offers an exceptional blend of luxury, convenience, and island living, all with remarkably low HOA fees. This exclusive, 22-acre gated community boasts top-tier amenities,

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(786) 550-0130

94825 Overseas Hwy Unit 68, Key Largo, FL 33037
/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
/50
$950,000 Sold Aug 01, 2025
- Land
- 14 Days On Market
65821 Overseas Hwy Unit 287 & 288, Long Key, FL 33001

LOTS 287 & 288. $550K PER LOT. THERE ARE NO OTHER VACANT, READY TO BUILD LOTS AVAILABLE IN OUTDOOR RESORTS AT ALL! SIDE BY SIDE DEEP WATER LOTS = A INCREDIBLE OPPORTUNITY FOR THE RIGHT BUYER. BRAND NEW SEAWALL AS WELL! CHECK THE ON-LINE REVIEWS FOR OUTDOOR RESORTS THEY ARE CLEARLY ONE OF THE MOST SOUGHT AFTER COMMUNITIES IN ALL OF THE KEYS, THE RESIDENTS LOVE TO LIVE HERE, MAINTAIN THE COMMUNITY

Hayder Raja Marlin Realty, Inc.

65821 Overseas Hwy Unit 287 & 288, Long Key, FL 33001

/2
Est $876,184 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,155 Sq Ft
220 4th St, Key Largo, FL 33037

220 4th St, Key Largo, FL 33037

/37
$315,000
- 1 Bed
- 1 Bath
- 756 Sq Ft
55 Boca Chica Rd Unit 93, Key West, FL 33040

Welcome to Your Slice of Paradise in the Florida Keys! Unit #93 offers many windows, one bedroom and one bath, a living room, kitchen/dining area and is located just 10 miles from downtown Key West. Seaside Resort Condominium is a charming, gated community, it is beautifully maintained and packed with amenities.🏊 Two Pools (one heated) 🏡 Clubhouse, Library, Gym & Mail Room

Margarita Villoch

Island Group Realty (KW)

(786) 650-1791

55 Boca Chica Rd Unit 93, Key West, FL 33040
/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
/65
$1,468,816 Sold Aug 01, 2025
- 1,950 Sq Ft
- $753/SF
- 38 Days On Market
- 4 Beds
- 3 Baths
- Built 1959
2751 Yellowtail Dr, Marathon, FL 33050

Middle Keys Hideaway with Rare Open Water Access! A beautifully updated 4-bedroom, 3-bath concrete home tucked away near the end of a peaceful cul-de-sac in the heart of the Middle Keys. Offering the perfect blend of comfort, style, and location, this island retreat is ideal for full-time living, a vacation getaway, or a high-performing rental investment.Positioned on a lushly landscaped corner

Sam Williams Coldwell Banker Schmitt Real Estate Co.

2751 Yellowtail Dr, Marathon, FL 33050

/42
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
102 George St, Key Largo, FL 33037

102 George St, Key Largo, FL 33037

/54
$3,699,000
- 4 Beds
- 4 Baths
- 3,222 Sq Ft
82 Tingler Ln, Marathon, FL 33050

Sprawling Sombrero Beach newly renovated retreat on an oversized lot with pool, private sandy beach and Open Water Views! Currently utilized as a successful vacation rental this home boasts loads of space and elevated amenities for a family or income-producing investment opportunity! An expansive dock allows for frequent, deep-draft boating adventures with ease, just minutes to excellent fishing

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(844) 959-4222

82 Tingler Ln, Marathon, FL 33050
/31
$3,700 per month
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Property for Rent
838 Norwood Ave, Key Largo, FL 33037

Welcome to Paradise. This beautiful renovated solid concrete block home offers 3 bedrooms & 2 bathrooms plus a den/office area with Dade County Pine Rafters Ceiling. This home sits on a Corner with just under 1/4 acre of land on a double lot. Hurricane Impact Windows & Doors which are Permit Approved. Exterior painted 2 years ago. Roof installed in the end of 2021 with a 25-year lifespan

Darius Lelutiu Best Realty and Property Management Inc.

838 Norwood Ave, Key Largo, FL 33037
/50
$590,000 Sold Aug 01, 2025
- 1,492 Sq Ft
- $395/SF
- 14 Days On Market
- 5 Beds
- 4 Baths
- Built 1973
430 80th Street Ocean, Marathon, FL 33050

Updated 5 Bedroom, 4 Bathroom Home with 2 In-Law Suites. This home offers rare flexibility and space in one of Marathon's most desirable areas, close to restaurants, shops, and grocery stores. The main living space features 3 bedrooms and 2 bathrooms, with tile flooring throughout, solid wood cabinetry, stone countertops. stainless steel appliances, beautifully renovated bathrooms with modern

David Grego Island Breeze Realty, LLC

430 80th Street Ocean, Marathon, FL 33050

/23
Est $610,270 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,084 Sq Ft
715 26th St, Marathon, FL 33050

715 26th St, Marathon, FL 33050

/54
$3,999,000
- 4 Beds
- 4 Baths
- 3,222 Sq Ft
Unlisted Address

Sprawling Sombrero Beach newly renovated retreat on an oversized lot with pool, private sandy beach and Open Water Views! Inside, this home boasts two spacious floors. Downstairs, a guest bedroom and a multi-purpose room used as fourth bedroom are just off the recreational room with access to a large covered porch and pool. A newly designed kitchen features quartz counters, new cabinetry &

Lisa Ferringo

Coldwell Banker Schmitt Real E

(786) 692-5730

Unlisted Address
/53
$2,890 per month
- 2 Beds
- 2 Baths
- 778 Sq Ft
- Condo for Rent
98321 Windward Ave Unit 98321, Key Largo, FL 33037

Step into comfort and convenience in this beautifully furnished 2-bedroom, 2-bath condo, perfectly positioned with peaceful views of the pool right from your patio. Located in the secure, gated community of Landings of Largo, you'll enjoy access to a full suite of resort-style amenities: two swimming pools, a community boat ramp, marina access, sunset viewing post, fish cleaning stations, and a

Jessie Morales Lifestyle International Realty

98321 Windward Ave Unit 98321, Key Largo, FL 33037
/44
$590,000 Sold Aug 01, 2025
- 1,346 Sq Ft
- $438/SF
- 18 Days On Market
- 3 Beds
- 2 Baths
- Built 1973
430 80th St, Other City - Keys/Islands/caribbean, FL 33050

Updated Home with 2 In-Law Suites. This home offers rare flexibility and space in one of Marathon's most desirable areas, close to restaurants, shops, and grocery stores. The main living space features 3 bedrooms and 2 bathrooms, with tile flooring throughout, solid wood cabinetry, stone countertops. stainless steel appliances, beautifully renovated bathrooms with modern tiled showers. Two

Jennifer Davis Island Breeze Realty, LLC

430 80th St, Other City - Keys/Islands/caribbean, FL 33050

/4
Not Listed For Sale
Lot#6 Buttonwood Ave, Key Largo, FL 33037

Lot#6 Buttonwood Ave, Key Largo, FL 33037

/36
$699,000
- 3 Beds
- 2 Baths
- 1,039 Sq Ft
29048 Iris Dr, Big Pine Key, FL 33043

SITUATED ON A 50 FT. WIDE CANAL, this updated 3 bedroom / 2 bath home offers very good boat access to Pine Channel, the Atlantic and back country. The great room is bright and airy with a cathedral ceiling, south facing picture window and French doors that lead to the covered porch overlooking the canal. Updates include impact-resistant windows and doors, new stainless steel kitchen appliances,

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(855) 528-3127

29048 Iris Dr, Big Pine Key, FL 33043
/22
$3,000 per month
- 3 Beds
- 2 Baths
- 1,120 Sq Ft
- House for Rent
104 1st Terrace, Key Largo, FL 33037

Key Largo slice of Paradise home. Enjoy the security of the unyeilding strength of solid concrete construction, located in a no flood zone, and topped by a metal roof! This ideal 3 bedroom 2 bath home in one of Key Largo's premier neighborhoods. Fenced-in yard and brick paver driveway, super clean and updated throughout. Brand new stove includes and built in air fryer! Brand new kitchen sink with

Sally Stribling Coldwell Banker Schmitt Key Largo

104 1st Terrace, Key Largo, FL 33037
/54
$950,000 Sold Aug 01, 2025
- Land
- 0.04 Acre
- $21,590,909 per Acre
- 58 Days On Market
65821 Overseas Hwy #287 & 288, Long Key, FL 33001

LOTS 287 & 288. $550k PER LOT. THERE ARE NO OTHER VACANT, READY TO BUILD LOTS AVAILABLE IN OUTDOOR RESORTS. SIDE BY SIDE DEEP WATER LOTS = OPPORTUNITY. SEE THE ON THE ON-LINE REVIEWS FOR OUTDOOR RESORTS THEY ARE CLEARLY ONE OF THE MOST SOUGHT AFTER COMMUNITIES AND EXTREMELY FLEXIBLE OF WHAT YOU CAN DO! YOU HAVE 69 FEET OF FRONTAGE. - YOU COULD BUILD A LUXURY 3 STORY WATER FRONT HOME. OR BRING

Sam Fugina Marlin Realty Inc

65821 Overseas Hwy #287 & 288, Long Key, FL 33001

/4
Not Listed For Sale
lot#8 Buttonwood Ave, Key Largo, FL 33037

lot#8 Buttonwood Ave, Key Largo, FL 33037

/34
$690,999
- 2 Beds
- 2.5 Baths
- 1,365 Sq Ft
87200 Overseas Hwy Unit 8, Islamorada, FL 33036

Executive Bay Club - Bay Front in Islamorada $6,500/Monthly in Season Rental Potential!Fully furnished 2BR + large loft, 2.5BA townhome in Islamorada most desirable bayfront community. Comfortably sleeps 7+ and features a remodeled kitchen with quartz counters, upscale stainless appliances, updated tile floors, and custom wood/steel staircase (no spirals here!). Spacious outside patio with garden

Krissy Carnahan

Realty ONE Group Destination (ISL)

(786) 802-7757

87200 Overseas Hwy Unit 8, Islamorada, FL 33036
/34
$6,500 per month
- 3 Beds
- 2 Baths
- 1,736 Sq Ft
- House for Rent
230 Jolly Roger Dr, Key Largo, FL 33037

Waterfront rental in sought-after Pirates Cove, Key Largo! This fully furnished 3BD/2BA home offers 55 ft. of dockage with immediate ocean access—bring your boat! Open-concept living and spacious outdoor areas make it ideal for relaxing or entertaining. Enjoy morning coffee on the oversized terrace with bay views. Ample parking for vehicles, trailers, or jet skis. Boat/Rv parking. Optional

Monique Cereceda Lifestyle International Realty

230 Jolly Roger Dr, Key Largo, FL 33037
/44
$930,000 Sold Aug 01, 2025
- 1,280 Sq Ft
- $727/SF
- 96 Days On Market
- 2 Beds
- 2 Baths
- Built 1982
3761 Gumbo Limbo St, Big Pine Key, FL 33043

THIS IMPECCABLY RENOVATED CBS home is situated on a 7,350 sq. ft. lot with 70' concrete seawall, step-down dock and a recently added 10,000 lb. boat lift. Once inside, your eyes are drawn to the impressive new kitchen with quartz counters and the high cathedral ceiling throughout this 1,280 sq. ft. 2BD/2BA home. Numerous updates have been made since 2021, including renovations to both bathrooms,

Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

3761 Gumbo Limbo St, Big Pine Key, FL 33043

/2
Est $1,127,111 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,026 Sq Ft
101 Gulfview Dr Unit 209 & 30 ft. boatsli, Islamorada, FL 33036

101 Gulfview Dr Unit 209 & 30 ft. boatsli, Islamorada, FL 33036

/34
$670,000
- 2 Beds
- 2.5 Baths
- 1,063 Sq Ft
200 Harborview Dr Unit 101, Tavernier, FL 33070

Pack your toothbrush, grab your boat, and get ready to live the ultimate Keys lifestyle! This beautiful 2-bedroom, 2.5-bathroom condo offers everything you need for a stress-free retreat or a permanent piece of paradise.Step inside to a light and bright interior filled with upgrades and thoughtful finishing touches. Two screened lanais provide the perfect spot to relax, unwind, and soak in the

Krissy Carnahan

Realty ONE Group Destination (ISL)

(786) 841-2361

200 Harborview Dr Unit 101, Tavernier, FL 33070
/10
$3,350 per month
- 2 Beds
- 2 Baths
- 1,176 Sq Ft
- House for Rent
101620 Overseas Hwy Unit 5N, Key Largo, FL 33037

2/2 Conch house in gated Coastal Waterway community. Fully furnished, all tile, washer and dryer. Community offers boat ramp, tikis, fish tables, hammock, and the most beautiful sunsets. Across the street from Publix and shopping center. Water and Electricity included in rent.

Carlos Rivero Xcellence Realty

101620 Overseas Hwy Unit 5N, Key Largo, FL 33037
/35
$970,000 Sold Aug 01, 2025
- 1,918 Sq Ft
- $506/SF
- 102 Days On Market
- 4 Beds
- 4 Baths
- Built 1999
3 Kyle Way E, Marathon, FL 33050

Located in the highly coveted Knight's Key neighborhood, this stunning stilted FULL duplex presents an incredible opportunity for a family vacation retreat, investment property, or both! Ideally situated on a 9,200 square foot lot just minutes from the iconic 7 Mile Bridge and the beloved Sunset Grill, this home places you at the heart of all that Marathon has to offer. Each side of this

Jo Ann Cook Ocean Sotheby's International

3 Kyle Way E, Marathon, FL 33050

/2
Est $1,389,953 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,435 Sq Ft
301 Calzada de Bougainvillea, Marathon, FL 33050

301 Calzada de Bougainvillea, Marathon, FL 33050

/13
$340,000
- Land
94825 Overseas Hwy Unit 157, Key Largo, FL 33037

ROGO EXEMPT VACANT LOT!!! EXCLUSIVE GATED COMMUNITY FEATURING A STATE OF THE ART CLUB HOUSE, MARINA, PLAYGROUND, SPORTS COURTS, BOAT RAMP. GREAT WEEKEND OR YEAR ROUND HOME. BUILD A BEAUTIFUL 3 STORY HOME. MOTIVATED SELLER, ALL OFFERS WILL BE CONSIDERED.

Joseph Suarez

Trustpoint Realty, LLC

(786) 615-1782

94825 Overseas Hwy Unit 157, Key Largo, FL 33037
/15
$4,500 per month
- 3 Beds
- 2 Baths
- 1,562 Sq Ft
- House for Rent
94825 Overseas Hwy Unit 165, Key Largo, FL 33037

Escape to paradise with this beautifully furnished new construction 3-bedroom, 2-bath home in the Florida Keys! Available as a seasonal 6-month rental with utilities included ($5,000 per month). This turnkey property offers modern finishes, an open layout, and everything you need for a relaxed island lifestyle. Enjoy access to a community pool and community boat dock—perfect for family fun and

Julie Arancibia Luxe Properties

94825 Overseas Hwy Unit 165, Key Largo, FL 33037
/43
$1,160,000 Sold Aug 01, 2025
- 1,200 Sq Ft
- $967/SF
- 85 Days On Market
- 2 Beds
- 2 Baths
- Built 1978
2305 Grouper Dr, Marathon, FL 33050

Welcome to your dream waterfront retreat! This newly renovated 2 bedroom, 2 bathroom CBS home is perfectly positioned in the heart of Marathon, offering a seamless blend of coastal modern design and island charm. Nestled in a peaceful neighborhood across from a tranquil nature preserve, this home is the perfect escape for those seeking serenity with easy access to all the Florida Keys have to

Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

2305 Grouper Dr, Marathon, FL 33050

/14
Not Listed For Sale
12, 13, 14 Cook Island, Cook Island Key, FL 33043

12, 13, 14 Cook Island, Cook Island Key, FL 33043

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