Monroe, FL Homes

• 

  

  

  /31

  $800,000 Sold Jan 31, 2025

  • 1,008 Sq Ft
  • $794/SF
  • 146 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2001

  22727 Jolly Roger Dr, Cudjoe Key, FL 33042

  Idyllic Canal-Front Cudjoe Key retreat on a generous fenced-in lot in a prime location! This bright and spacious Cutthroat Harbor Estates home boasts an open concept main living space and three generous bedrooms! Coming soon, the seller is replacing the existing roof with a new metal roof. Upon entry, this turnkey home is tailor-made for entertaining. The living room flows seamlessly with a

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  22727 Jolly Roger Dr, Cudjoe Key, FL 33042
• 

  

  

  /54

  Est $1,467,844 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,533 Sq Ft

  17250 Oleander Ln, Summerland Key, FL 33042

  17250 Oleander Ln, Summerland Key, FL 33042
• 

  

  

  /16

  $768,000

  • Land
  • 0.44 Acre
  • $1,756,120 per Acre

  Vacant Lot Canal St, Big Pine Key, FL 33043

  Prime Commercial Fishing Property in the Florida Keys!Discover a rare opportunity to own and operate a commercial fishing business in the coveted Commercial Fishing Special District of Big Pine, FL. This unique zoning allows unparalleled access to open water, making it a fisherman's paradise. Here are the highlights:- Buildable Property: Your vision can come to life with ease on this buildable

  Sam Williams Coldwell Banker Schmitt Real Estate Co.

  Vacant Lot Canal St, Big Pine Key, FL 33043
• 

  

  

  /43

  $2,520,000 Sold Jan 31, 2025

  • 2,156 Sq Ft
  • $1169/SF
  • 165 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1986

  622 Sawyer Dr, Summerland Key, FL 33042

  Indulge in the epitome of Keys living with this delightful turnkey 3-bedroom, 3 1/2 bathroom stilt home on 1 1/2 lots. Embracing the coastal allure, this residence features serene blue to aqua tones indoors, complemented by elegant white plantation shutters that evoke a sense of timeless charm. Step onto the expansive covered patio, where panoramic views of the pool and a long canal stretch

  Laura Derrickson Keller Williams Coastal Partners

  622 Sawyer Dr, Summerland Key, FL 33042
• 

  

  /2

  Est $759,600 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  22775 Privateer Dr, Summerland Key, FL 33042

  22775 Privateer Dr, Summerland Key, FL 33042
• 

  

  /13

  $390,000

  • Land

  27378 Jamaica Ln, Summerland Key, FL 33042

  Waterfront lot in desirable neighborhood of Breezeswept Beach Estates on Ramrod Key. Building permit was just issued. Plans for a concrete 3 bedroom, 2.5 bath home with 1485 SF. Dock permit to be applied for. The listing price of the property will increase as the construction moves forward.

  Amy Puto Coldwell Banker Schmitt Real Estate Co.

  27378 Jamaica Ln, Summerland Key, FL 33042
• 

  

  /14

  $225,000 Sold Jan 31, 2025

  • Land

  • 119 Days On Market

  30919 Edward Rd Unit A, Big Pine Key, FL 33043

  1 cleared lot with 1 ROGO...ready to build! Next to corner location in quiet neighborhood on Big Pine Key. There was an existing structure on the property, electric and water available and sewer would need to be run. Ask about purchasing the lot with a brand new 3 bedroom, 2 bath single family home! Big Pine Key Community Park just 3 blocks away. So many opportunities with this property!

  Shannon Butler Ocean Sotheby's International

  30919 Edward Rd Unit A, Big Pine Key, FL 33043
• 

  

  /39

  Est $983,719 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,192 Sq Ft

  22716 Privateer Dr, Summerland Key, FL 33042

  22716 Privateer Dr, Summerland Key, FL 33042
• 

  

  /26

  $850,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  17245 Jamaica Ln, Summerland Key, FL 33042

  Welcome to 17245 Jamaica Lane, a waterfront 3-bedroom, 2-bathroom home in the desirable Sugarloaf Shores. This elevated residence offers 1,248 square feet of comfortable living space with beautiful canalfront views and direct canal access for boating and fishing enthusiasts. This home offers distinct living, dining, and kitchen areas, creating a natural flow. The kitchen includes granite

  Team Kaufelt Truman & Co. (KW)

  17245 Jamaica Ln, Summerland Key, FL 33042
• 

  

  /34

  $775,000 Sold Jan 30, 2025

  • 1,340 Sq Ft
  • $578/SF
  • 10 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1963

  191 Doubloon Ln, Summerland Key, FL 33042

  Located on a spacious corner lot of a quarter acre in the heart of Cudjoe Key, this home offers both peace and potential. The large, fenced-in yard provides endless opportunities for outdoor activities, with plenty of space for water toys, gardening, or just relaxing in a private, open space. The 25K boat lift makes it an ideal spot for those who love life on the water, while the expansive lot

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  191 Doubloon Ln, Summerland Key, FL 33042
• 

  

  /29

  Est $889,278 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  27359 Jamaica Ln, Summerland Key, FL 33042

  27359 Jamaica Ln, Summerland Key, FL 33042
• 

  

  /15

  $200,000

  • 2 Beds
  • 1 Bath
  • 240 Sq Ft

  29859 Overseas Hwy Unit 23, Big Pine Key, FL 33043

  OPPORTUNITY AWAITS! INEXPENSIVE PLACE TO GET AWAY. Maybe do a Airbnb or rent out the lot space and bring your own RV when your in town. So you don't have to worry during hurricane season. Quiet RV park with common areas of outdoor tables and chairs, men and women bathrooms, laundry facilities. Pool 3-5 ft areas. Shuffle board. Community Kitchen and living area for gathering or hanging out.

  Rose Dell Keller Williams Key West Compass Realty

  29859 Overseas Hwy Unit 23, Big Pine Key, FL 33043
• 

  

  /42

  $1,850,000 Sold Jan 30, 2025

  • 1,644 Sq Ft
  • $1125/SF
  • 86 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2011

  27339 Saint Vincent Ln, Summerland Key, FL 33042

  Welcome to your dream home in the heart of the Florida Keys! This exquisite elevated Cape Cod home is perfectly positioned on a double lot, offering an unparalleled outdoor oasis that is nothing short of spectacular. As you step onto the property, you'll be welcomed by two 30 foot royal palms, enchanting landscape lighting, and a stunning sailfish sculpture that captures the essence of island

  Michelle Howerton Brenda Donnelly Real Estate LLC

  27339 Saint Vincent Ln, Summerland Key, FL 33042
• 

  /2

  Est $1,009,302 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  479 Blackbeard Rd, Summerland Key, FL 33042

  479 Blackbeard Rd, Summerland Key, FL 33042
• 

  

  /45

  $837,500

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  29115 Rose Dr, Big Pine Key, FL 33043

  **OPEN HOUSE 8/3 SUNDAY 1:00 PM TO 3:00 PM** Welcome to this meticulously maintained, move-in ready canal-front home that offers the perfect blend of comfort, style, and durability. Featuring an inviting open-concept floor plan, this home boasts three spacious bedrooms and two modern bathrooms, all enhanced by newly installed LVP flooring throughout. Built above flood level with just the right

  Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

  29115 Rose Dr, Big Pine Key, FL 33043
• 

  

  /18

  $1,520,000 Sold Jan 29, 2025

  • 3,538 Sq Ft
  • $430/SF
  • 0 Days On Market

  • 7 Beds
  • 4 Baths
  • Built 1982

  17042 Starfish Ln W, Summerland Key, FL 33042

  Woah! This is THE LOWEST price per sq foot figure for any waterfront single family home in The Florida Keys (according to the keywest MLS)! Over 3,500 interior sq ft in this elevated home on a double lot with 100 ft of canal frontage. Concrete seawall has davits & boat ramp. Currently configured as 7 bedrooms & 4 baths. Roof replaced in 2018 & windows (impact on upper level) replaced in 2019

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  17042 Starfish Ln W, Summerland Key, FL 33042
• 

  

  /54

  Est $1,818,041 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,160 Sq Ft

  560 W Point Dr, Summerland Key, FL 33042

  560 W Point Dr, Summerland Key, FL 33042
• 

  

  /20

  $229,999

  • Land

  701 Spanish Main Dr Unit 658, Cudjoe Key, FL 33042

  RV Lot 658 is located in the exclusive gated community of Venture Out. Oceanfront Paradise Awaits!Experience the epitome of Florida living in beautiful Cudjoe Key, located right in between Key West and Marathon. * Community Boat Ramp and boat washdown station.* Community Amenities: Indulge in a resort-style lifestyle with access to a huge heated pool, spa, clubhouse, pickleball courts, tennis

  Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 658, Cudjoe Key, FL 33042
• 

  

  /31

  $1,298,000 Sold Jan 29, 2025

  • 2,080 Sq Ft
  • $624/SF
  • 12 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2007

  27367 Martinique Ln, Summerland Key, FL 33042

  Oceanside location in Ramrod Key with composite dock and 10,000 lb. boat lift. 4 bedrooms and 3 baths with 2,080 sq. ft. living space and 550 foot workshop/garage. Quartz countertops/black stainless kitchen appliances, high ceilings and crown molding throughout. Two sliding doors open to an elevated deck which spans the width of the house off of the great room and dining areas. Large master suite

  Tommy Gomez Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  27367 Martinique Ln, Summerland Key, FL 33042
• 

  

  /29

  Est $887,982 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft

  22774 Cudjoe Dr, Summerland Key, FL 33042

  22774 Cudjoe Dr, Summerland Key, FL 33042
• 

  

  /61

  $595,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042

  Charming Coastal Retreat: 2 Bedroom, 2 Bath home with concrete seawall and investment potential.Welcome to your perfect getaway or investment opportunity! This delightful two-bedroom, two-bathroom home, built in 1993, offers 816 sq. ft. of comfortable living space, fully furnished and turn-key, making it an ideal choice for both relaxation and income generation. Step inside to discover a cozy and

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042
• 

  

  /33

  $2,620,000 Sold Jan 29, 2025

  • 1,016 Sq Ft
  • $2579/SF
  • 288 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1956

  17279 Pinetree Ln, Summerland Key, FL 33042

  Nestled in the serene landscape of Sugarloaf Key, this magnificent 1.7-acre waterfront property presents a rare and unparalleled opportunity to bring your dream home to life. Featuring a sprawling open water shoreline of approximately 170 feet, complemented by an impressive canal side stretching over 435 feet, this land offers a picturesque canvas for your architectural masterpiece. The property

  Dan Serban Key West Luxury Real Estate Inc (KW)

  17279 Pinetree Ln, Summerland Key, FL 33042
• 

  

  /33

  Est $1,098,528 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  131 W Indies Dr, Summerland Key, FL 33042

  131 W Indies Dr, Summerland Key, FL 33042
• 

  

  /42

  $1,399,000

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft

  29662 Independence Ave, Big Pine Key, FL 33043

  Embrace the serene beauty of island living with this delightful 2-bedroom, 2-bathroom home nestled on a double-fenced lot in Big Pine Key. Perfectly positioned along a scenic canal, this property offers Southern charm, with an inviting wraparound porch to enjoy the gentle breeze and picturesque views. This home is ideal for both relaxation and entertaining.Step outside to a seawall that leads

  Karen Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

  29662 Independence Ave, Big Pine Key, FL 33043
• 

  

  /27

  $450,000 Sold Jan 28, 2025

  • 1,232 Sq Ft
  • $365/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  1537 Pandorea Ln, Big Pine Key, FL 33043

  Fix and flip or buy/fix and hold. So much potential with this spacious 3 bedroom waterfront home. Offers about 195ft of dockage for your boat and sits on a large corner lot. Located in a lovely neighborhood with a boat ramp a couple minutes away. Don't miss this opportunity, call today!

  Deni Heintzelman KeyIsle Realty

  1537 Pandorea Ln, Big Pine Key, FL 33043
• 

  /2

  Est $694,153 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft

  19720 Date Palm Dr, Summerland Key, FL 33042

  19720 Date Palm Dr, Summerland Key, FL 33042
• 

  

  /5

  $379,000

  • Land

  27463 Antigua Rd, Ramrod Key, FL 33042

  Exceptional Opportunity to develop this 6200-sf canal front Ramrod Key Lot with Plans in the super relaxed Breezeswept Beach Estates community! Ideal Tier 3 Canal. Currently has 38 Rogo points and plans for an exceptional home, dock, and lift. Building Permit application is finalized and approved. 3/2 elevated home that is a certified green build. Just need Rogo award. Great Open water ocean

  Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

  27463 Antigua Rd, Ramrod Key, FL 33042
• 

  

  /22

  $640,000 Sold Jan 27, 2025

  • 1,080 Sq Ft
  • $593/SF
  • 13 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  30876 Malaga Ln, Big Pine Key, FL 33043

  Stunning two bedroom two Full bath CBS Canal front home located in the coveted Dr's Arm neighborhood. Home of the famous Key Deer. Located with deepwater access to both the Atlantic Ocean as well as the Bayside. This spacious home offers an open concept as well as a large kitchen featuring Stainless appliances and granite countertops. This house shows an oversized master bath, as well as a

  Cliff Glansen FlatFee.com

  30876 Malaga Ln, Big Pine Key, FL 33043
• 

  /2

  Est $1,663,380 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  1330 Sugarloaf Blvd, Summerland Key, FL 33042

  1330 Sugarloaf Blvd, Summerland Key, FL 33042
• 

  

  /8

  $549,000

  • 2 Beds
  • 2 Baths
  • 750 Sq Ft

  3 W Cook, Cook Island Key, FL 33043

  Oceanfront home on offshore island only accessible by boat. This off grid rustic beachfront bungalow has two bedrooms, two baths, and an additional upstairs loft with panoramic views of Cook Island, Atlantic and Coupon Bight. The house amenities include solar power, generator hookup, hot and cold water from rain collecting cistern, inverter a/c units, permitted septic system. Repairable fully

  Stephen Hachey FLAT FEE MLS REALTY

  3 W Cook, Cook Island Key, FL 33043
• 

  

  /12

  $300,000 Sold Jan 27, 2025

  • 1,201 Sq Ft
  • $250/SF
  • 281 Days On Market

  • Built 1967

  27007 Angelfish Rd, Summerland Key, FL 33042

  Life Is Good Living in Ramrod Key. Design The Interior To Your Tropical And Islandy Lifestyle Home With This Fixer Upper. Large Corner Lot 15,675 Sq Ft. Room To Park Your Boat. Home Structure is 1201 Sq Ft. Plumbed For 2 Baths. Close To US , Shopping & Restaurants.

  Sabrina Liguori Key West Vacation Properties & Realty, LLC (KW)

  27007 Angelfish Rd, Summerland Key, FL 33042
• 

  

  /4

  Est $908,127 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,108 Sq Ft

  27456 Martinique Ln, Summerland Key, FL 33042

  27456 Martinique Ln, Summerland Key, FL 33042
• 

  

  /30

  $855,000

  • 3 Beds
  • 2 Baths
  • 1,274 Sq Ft

  24827 Park Dr, Summerland Key, FL 33042

  Best price per SqFt canal front home in Summerland!!! All three Insurances are under $5,000! Hurricane-Strong & Waterfront-Ready in Summerland Key! 🌴🚤Looking for the perfect Keys home that's built to last and made for adventure? This elevated 3-bedroom, 2-bathroom home on a deep-water canal is the best of both worlds! Built in 2018 to withstand 180 mph winds, this house is as

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  24827 Park Dr, Summerland Key, FL 33042
• 

  

  /44

  $675,000 Sold Jan 24, 2025

  • 1,512 Sq Ft
  • $446/SF
  • 105 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2015

  28233 Helen Ave, Little Torch Key, FL 33042

  Welcome to this beautifully maintained large home located in the heart of Little Torch Key! Showcasing 1512 sq ft, this large 3-bedroom, 2-bathroom home offers the perfect blend of modern luxuries coupled with coziness & charm, complete with a split floor plan for ultimate privacy.Step inside to find a bright, open-concept living area with vaulted ceilings, large impact-rated windows, an eat-in

  Lindsay Ryan EXP Realty LLC

  28233 Helen Ave, Little Torch Key, FL 33042
• 

  /2

  Est $1,061,961 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,408 Sq Ft

  1981 Sugarloaf Blvd, Summerland Key, FL 33042

  1981 Sugarloaf Blvd, Summerland Key, FL 33042
• 

  

  /7

  $225,000

  • Land
  • 1.02 Acres
  • $220,589 per Acre

  0 Lot 15 Blk 2 Rd Unit 613920, Sugarloaf Key, FL 33042

  Build your dream home. Imagine waking up to the natural beauty of the Florida Keys on this 44,431sqft lot. It is a special lot that features mature trees. Near Sugarloaf School. 25 minutes to Key West.

  Elizabeth Greco-DeGrenier Florida Keys Realty, Inc.

  0 Lot 15 Blk 2 Rd Unit 613920, Sugarloaf Key, FL 33042
• 

  

  /30

  $740,000 Sold Jan 21, 2025

  • 1,064 Sq Ft
  • $695/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2023

  124 Yardarm Rd, Cudjoe Key, FL 33042

  Welcome to this brand-new 3BD/2BA stilted modular home on the Gulfside of Cudjoe Key, just 20 minutes from Key West! Situated on a spacious 6,000 sq. ft. lot, this never-lived-in gem offers an inviting 1,064 sq. ft. open-concept design with soaring ceilings and sunlit interiors from large windows that bring the Florida sunshine indoors.**Enjoy the sleek tile flooring, a modern kitchen with

  Team Spottswood/Vazquez Truman & Co. (KW)

  124 Yardarm Rd, Cudjoe Key, FL 33042
• 

  

  /20

  Est $732,279 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  4244 Dorn Rd, Summerland Key, FL 33042

  4244 Dorn Rd, Summerland Key, FL 33042
• 

  

  /29

  $504,000

  • Land

  701 Spanish Main Dr Unit 240, Cudjoe Key, FL 33042

  BUILDABLE Waterfront RV Lot with Transient 1 day Rental Opportunity!! This RV site is perfect for your needs. Can accommodate a large RV, easy when parking and has room for storage shed and the rights to build a home in the future. The lot it is located in a private street, providing privacy and enjoyment. 24 hour Gated Security entry. Located near Key West (19 Miles) this property is perfect

  Howard & Lily Leitner Robert Slack LLC

  701 Spanish Main Dr Unit 240, Cudjoe Key, FL 33042
• 

  

  /48

  $975,000 Sold Jan 21, 2025

  • 1,465 Sq Ft
  • $666/SF
  • 50 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  22940 Gasparilla Ln, Summerland Key, FL 33042

  Stunning 2-Bedroom, 2-Bath Waterfront Home with Ocean Access! Discover your dream home in the heart of the Florida Keys! This beautifully renovated 2-bedroom, 2-bathroom waterfront home offers everything you need for a perfect island lifestyle. Enjoy direct boating access to the Atlantic Ocean from your private 60' dock and take in the spectacular ocean views from your spacious open floor

  Bobby Krug Ocean Sotheby's International Realty

  22940 Gasparilla Ln, Summerland Key, FL 33042

Showing Results 641 - 680, Page 17 of 18