Monroe, FL Homes

• 

  

  

  /46

  $599,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042

  Beautifully renovated 2 bedroom, 2 bathroom canal front home in a gated community with TRANSIENT RENTALS PERMITTED! Well appointed eat-in kitchen and open concept living with family room that opens onto your spacious outdoor porch overlooking the clear boating canal. 35-foot concrete seawall with quick boating access to the Gulf of Mexico and Atlantic Ocean. Home comes fully furnished and has

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042
• 

  

  

  /21

  $642,500 Sold Feb 10, 2025

  • 1,143 Sq Ft
  • $562/SF
  • 159 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1992

  19518 Caloosa St, Summerland Key, FL 33042

  Elevated, 3BD/2BA, nestled in the highly desirable Indian Mound Estates neighborhood. located on Upper Sugarloaf Key. Home sits high & dry with covered parking & storage underneath, 10,000 square-foot lot with plenty of room to park the RV, Boat or other toys. This charming home features master bedroom on-suite walk-in closet, two guest bedrooms, with additional full bath, living room, eat-in

  Wendy Holifield Berkshire Hathaway HomeServices Knight & Gardner Realty

  19518 Caloosa St, Summerland Key, FL 33042
• 

  

  

  /9

  Est $641,793 Not Listed For Sale

  • 2 Beds

  701 Spanish Main Dr Unit 589, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 589, Cudjoe Key, FL 33042
• 

  

  

  /58

  $2,499,000

  • 3 Beds
  • 3 Baths
  • 2,288 Sq Ft

  17210 Angelfish Ln, Summerland Key, FL 33042

  Experience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Thoughtfully designed and meticulously built, this 3-bedroom, 2.5-bath residence offers 2,288 square feet of modern coastal comfort.Situated on an expansive 16,445-square-foot lot, the property features a private seawall for direct boating access and a sparkling pool perfect for relaxing after a day on the

  Team Spottswood/Vazquez Truman & Co. (KW)

  17210 Angelfish Ln, Summerland Key, FL 33042
• 

  

  

  /38

  $775,000 Sold Feb 07, 2025

  • 816 Sq Ft
  • $950/SF
  • 25 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  29154 Cedar Dr, Big Pine Key, FL 33043

  Experience Paradise Living in Eden PinesWelcome to your dream home, nestled in the serene Key Deer Preserve on Big Pine Key. This updated 2-bedroom, 2-bath home is perfectly situated in the sought-after Eden Pines neighborhood, offering a private and tranquil retreat surrounded by nature.Step inside to find a warm and inviting space featuring a mix of tile and laminate flooring, stainless steel

  Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  29154 Cedar Dr, Big Pine Key, FL 33043
• 

  

  /15

  Est $823,246 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,134 Sq Ft

  16991 Shore Dr, Summerland Key, FL 33042

  16991 Shore Dr, Summerland Key, FL 33042
• 

  

  /9

  $650,000

  • Land

  775 Pirates Rd, Summerland Key, FL 33042

  Prime Vacant Buildable Land in Jolly Roger Estates, Little Torch Key - comes with TWO ROGO EXEMPTIONS. Nestled in the highly sought-after Oceanside neighborhood of Jolly Roger Estates, this cleared, buildable lot offers an exceptional opportunity to create your dream property in the heart of the Florida Keys. With 2 ROGO exemptions in place, this lot is ready for development, allowing immediate

  Melissa Gibbins Expert Realty LLC (HQ)

  775 Pirates Rd, Summerland Key, FL 33042
• 

  

  /22

  $360,500 Sold Feb 07, 2025

  • 735 Sq Ft
  • $490/SF
  • 96 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1985

  27954 Tarpon Terrace, Little Torch Key, FL 33042

  Well maintained home situated on a swimming canal nicely landscaped .Outdoor shower with newer metal roof. Storage shed and a fenced yard. Public boat ramp nearby to launch your boat at no charge. Relax on your screened porch enjoy peaceful surroundings. House has a termite certificate that transfers to a new buyer. Vacant in move in condition WOW*

  Anne Press Lokation Real Estate

  27954 Tarpon Terrace, Little Torch Key, FL 33042
• 

  

  /56

  Est $1,718,992 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,166 Sq Ft

  20966 8th Ave W, Summerland Key, FL 33042

  20966 8th Ave W, Summerland Key, FL 33042
• 

  

  /20

  $345,000

  • Land

  27453 Antigua Rd, Ramrod Key, FL 33042

  Building permit in-process for a 3 bedroom / 2 bath stilted single family residence. 1320 square feet. The plans are for an Affinity home with features that include impact doors and windows and built to 180 mph with a cistern and designed using the Green Building code. Great for the environment, great for your insurance rates.There are plans in review for an 8'x40' dock with the Army Corp.

  Donna Pezzi Keller Williams Key West Compass Realty

  27453 Antigua Rd, Ramrod Key, FL 33042
• 

  

  /20

  $660,000 Sold Feb 07, 2025

  • 1,131 Sq Ft
  • $584/SF
  • 111 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1990

  29132 Tulip Ln, Big Pine Key, FL 33043

  PRICE REDUCTION!! Priced below $600 per sq ft, this elevated home on Eden Pines is sited on an expansive double lot. Perfect for boater's with the community boat ramp just steps away. This well distributed floor plan home has many desirable features such as open and spacious living area with 11' vaulted ceilings, walk in closet in primary bedroom, jacuzzi tub in primary bath, Stiebel Entron

  Haydee Stewart Bascom Grooms Real Estate (KW)

  29132 Tulip Ln, Big Pine Key, FL 33043
• 

  

  /47

  Est $890,000 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,564 Sq Ft

  19611 Tequesta St, Summerland Key, FL 33042

  19611 Tequesta St, Summerland Key, FL 33042
• 

  

  /64

  $829,000

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  3714 Pine St, Big Pine Key, FL 33043

  Welcome to your dream waterfront retreat! This 1,120 sq. ft. 2-bedroom, 2-bath home offers million-dollar open water views, with two sets of sliders from the dining area and living room leading to a spacious screened patio--perfect for enjoying stunning sunsets.Features include: 3 split A/C units for optimal comfort Wraparound walkway for easy access around the home812 sq ft downstairs enclosure

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  3714 Pine St, Big Pine Key, FL 33043
• 

  

  /22

  $490,000 Sold Feb 07, 2025

  • 1,594 Sq Ft
  • $307/SF
  • 222 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1974

  1133 Division St, Big Pine Key, FL 33043

  Discover your next investment gem! Situated on a generous 12,500 Sq. Ft. corner lot, this property beckons with endless possibilities for expansion and renovation. A separate guest house adds versatility, whether as an income generator or a private retreat. With a touch of creativity and care, this residence promises to evolve into a captivating sanctuary. Nestled in a serene setting amidst

  Kaylee Moore Expert Realty LLC (HQ)

  1133 Division St, Big Pine Key, FL 33043
• 

  

  /28

  Est $356,085 Not Listed For Sale

  701 Spanish Main Dr Unit 540, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 540, Cudjoe Key, FL 33042
• 

  

  /34

  $599,999

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  30868 Malaga Ln, Big Pine Key, FL 33043

  Updated adorable 3 bedroom, 1 bath canal-front home situated in the desirable Doctor's Arm neighborhood of Big Pine Key. Enjoy direct, bridge-free access to open water. The property includes approval for a boat lift by the Dept of the Army Corp of Engineers, which can be transferred to the new owner.This home has been tastefully updated, featuring stainless steel appliances, newer electric

  Loren Rea Truman & Co. (KW)

  30868 Malaga Ln, Big Pine Key, FL 33043
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  /6

  $235,000 Sold Feb 05, 2025

  • 480 Sq Ft
  • $490/SF
  • 19 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1963

  31450 Avenue C, Big Pine Key, FL 33043

  ROGO ExemptReady to build on. 50 x 100 sq ft lotUpgraded sewer and 200 amp electricThere are new homes actively going up on the street. The trailer on site is tenant occupied with the lease ending January 31, 2025. DO NOT walk the property or disturb the tenant without the list agent.

  Kirksten Irick Preferred Properties (KW)

  31450 Avenue C, Big Pine Key, FL 33043
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  /36

  Est $1,363,400 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,801 Sq Ft

  16680 E Point Dr, Summerland Key, FL 33042

  16680 E Point Dr, Summerland Key, FL 33042
• 

  

  /29

  $750,000

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  27138 Dolphin Rd, Summerland Key, FL 33042

  Welcome to your dream home in the heart of the Florida Keys! This beautifully designed 3-bedroom, 2-bathroom BUNKER residence on Ramrod Key showcases exceptional craftsmanship and high-end finishes throughout. Well built home..with Impact windows & doors, poured concrete floors, CBS construction with metal roof also wired for a generator.Step inside to find gorgeous porcelain floors and a

  Karen Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

  27138 Dolphin Rd, Summerland Key, FL 33042
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  /52

  $1,130,000 Sold Feb 05, 2025

  • 930 Sq Ft
  • $1215/SF
  • 64 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1982

  1348 Ocean Dr, Summerland Key, FL 33042

  A designer's own, & sold turn-key! Updated inside & out, Unobstructed Ocean & Gulf access in minutes, Ocean views w/ 60' of water frontage on 60' clear canal. 15K lb updated boat lift (2022), Heated AND chilled saltwater concrete pool (2020), Surrounding paver patio extends under covered porch outdoor living space. Stilted upper level 2/2 w/ permitted 3rd full bath on main-level. Full-length

  Jennifer Chaney Chaney Homes

  1348 Ocean Dr, Summerland Key, FL 33042
• 

  /2

  Est $1,819,378 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,579 Sq Ft

  17334 La Brisa Ln, Summerland Key, FL 33042

  17334 La Brisa Ln, Summerland Key, FL 33042
• 

  

  /53

  $2,499,000

  • 4 Beds
  • 3 Baths
  • 2,586 Sq Ft

  23086 Snapper Ln, Summerland Key, FL 33042

  Luxury Waterfront Fortress with Breathtaking Atlantic Ocean Views. Experience unparalleled coastal living with stunning, unobstructed views of the Atlantic Ocean and Kemp Channel from this oversized 12,000 sq. ft. corner lot. This one-of-a-kind CBS home is built for strength and style, offering the ultimate in durability and design. Featuring 4 bedrooms, 3 baths, and a spacious two-car garage,

  Greg MacLaren Internet Realty of the Florida Keys

  23086 Snapper Ln, Summerland Key, FL 33042
• 

  

  /27

  $835,000 Sold Feb 05, 2025

  • 962 Sq Ft
  • $868/SF
  • 82 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1977

  31111 Hibiscus Dr, Big Pine Key, FL 33043

  OPEN HOUSESun. 12/29/2024 from 830am-1130amMon. 12/30/2024 from 830am-1130amProperty is move in ready for owner occupant, vacation rental or 2nd home and can be sold fast. Spacious double canal front lot with quick access to Gulf or Atlantic from Bogie Channel. Marinas nearby 120 ft. concrete seawall with 2 stepdown concrete docks & 10,000 lb. davits. 2 Double entrance gates for easy parking of

  Rose Dell Keller Williams Key West Compass Realty

  31111 Hibiscus Dr, Big Pine Key, FL 33043
• 

  /2

  Est $1,204,839 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,440 Sq Ft

  23047 Bluegill Ln, Summerland Key, FL 33042

  23047 Bluegill Ln, Summerland Key, FL 33042
• 

  

  /38

  $750,000

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  31480 Avenue G, Big Pine Key, FL 33043

  Welcome to your slice of paradise in the beautiful Florida Keys! This 2-bedroom, 2-bathroom canal-front home is perfectly situated in Big Pine Key, offering direct access to the renowned Bogie Channel and some of the best boating in the area. Enjoy nice views of the open water.Enjoy 50 feet of concrete seawall, complete with boat davits, making it easy to launch and dock your vessel. The screened

  Karen Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

  31480 Avenue G, Big Pine Key, FL 33043
• 

  

  /55

  $665,000 Sold Feb 05, 2025

  • 1,304 Sq Ft
  • $510/SF
  • 67 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1996

  437 Palmetto Ave, Big Pine Key, FL 33043

  This custom-built home is a true gem, offering the perfect blend of comfort, style, and island living. Located on a spacious double corner lot, it provides ample room to store both a boat and motorhome--ideal for outdoor adventurers. Inside, vaulted tongue-and-groove ceilings create an open, elegant ambiance. With 3 bedrooms and 2.5 bathrooms, there's plenty of space for family and guests. The

  Tommy Mack Coastal Collection Real Estate Inc.

  437 Palmetto Ave, Big Pine Key, FL 33043
• 

  

  /29

  Est $1,854,220 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft

  17234 Green Turtle Ln E, Summerland Key, FL 33042

  17234 Green Turtle Ln E, Summerland Key, FL 33042
• 

  

  /8

  $245,000

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  29859 Overseas Hwy Unit A6, Big Pine Key, FL 33043

  Own a Piece of Paradise - A Renovator's Dream!Embrace the possibilities with this project home opportunity. Whether you're looking to renovate the existing structure or replace it with a modern stilt home, the choice is entirely yours.Property Highlights: Spacious Lot: Enjoy one of the larger lots in the area, offering plenty of room for creative outdoor designs.Home Features: A 2-bedroom,

  Elizabeth Greco-DeGrenier Florida Keys Realty, Inc.

  29859 Overseas Hwy Unit A6, Big Pine Key, FL 33043
• 

  

  /35

  $484,000 Sold Feb 05, 2025

  • 1,253 Sq Ft
  • $386/SF
  • 106 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1955

  31541 Avenue A, Big Pine Key, FL 33043

  Welcome to this Key West-style home located on Big Pine Key! Situated on a generous 7500 square-foot fully fenced lot, this property offers ample space for parking and storage, making it a perfect island retreat for those looking to escape the hustle and bustle. As you step inside, you'll be greeted by the cozy charm of two bedrooms and a well-appointed bathroom, providing a comfortable living

  Melissa Graham Bluescape Real Estate

  31541 Avenue A, Big Pine Key, FL 33043
• 

  /2

  Est $1,317,661 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,112 Sq Ft

  19563 Canal Dr, Summerland Key, FL 33042

  19563 Canal Dr, Summerland Key, FL 33042
• 

  

  /9

  $125,000

  • Land
  • 0.34 Acre
  • $367,657 per Acre

  4W Cook Island, Big Pine Key, FL 33043

  Beautiful secluded tropical island lot with 100' of waterfront. Ocean front on barrier island off of Big Pine Key with breathtaking views of the Atlantic. Accessible by boat or seaplane, suitable for temporary camping and exploration.

  Banks Prevatt Coldwell Banker Schmitt RE Co. Lower Keys Office

  4W Cook Island, Big Pine Key, FL 33043
• 

  

  /41

  $2,075,000 Sold Feb 03, 2025

  • 3,056 Sq Ft
  • $679/SF
  • 19 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2004

  20864 4th Ave W, Summerland Key, FL 33042

  This elegantly designed custom built ground level home was created by local architect Glenn Gray. Boasting a spacious open floor plan @ 3,056 sq ft. Two master bedrooms with ensuite baths, third bedroom, full bath and a half, and office all on first floor. Up the flight of stairs leads to a huge open loft space for a fourth bedroom/bunk room, theater room, art room or whatever your needs.

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

  20864 4th Ave W, Summerland Key, FL 33042
• 

  /2

  Est $1,494,081 Not Listed For Sale

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

  42 Venetian Way, Summerland Key, FL 33042

  42 Venetian Way, Summerland Key, FL 33042
• 

  

  /43

  $949,595

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft

  3686 Gulfstream St, Big Pine Key, FL 33043

  Key Deer, Canal Views & Updated Island Living: Your Florida Keys Dream Awaits!Imagine: breathtaking sunsets painting the sky, the gentle presence of Key Deer just outside your fence, and the tranquility of canal-front living in the heart of the National Key Deer Refuge. This charming 2-bedroom, 2-bathroom home offers a rare opportunity to live in harmony with nature without sacrificing modern

  Gidget Jackson RE/MAX Realty Group

  3686 Gulfstream St, Big Pine Key, FL 33043
• 

  

  /45

  $1,230,000 Sold Jan 31, 2025

  • 1,376 Sq Ft
  • $894/SF
  • 44 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2019

  27379 Jamaica Ln, Ramrod Key, FL 33042

  Welcome to your dream home in the exclusive oceanside neighborhood of BreezeSwept Beach Estates on Ramrod Key, where island living meets modern luxury. This stunning home combines the charm of the Florida Keys with contemporary design, offering unparalleled comfort and convenience. Step into an open and airy floorplan accentuated by soaring cathedral ceilings and gleaming tile flooring. Every

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  27379 Jamaica Ln, Ramrod Key, FL 33042
• 

  /2

  Est $946,000 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  154 Cutthroat Dr, Summerland Key, FL 33042

  154 Cutthroat Dr, Summerland Key, FL 33042
• 

  

  /35

  $459,000

  • 2 Beds
  • 1 Bath
  • 754 Sq Ft

  31131 Avenue D, Big Pine Key, FL 33043

  Make this Charming Keys cottage your little piece of paradise today. Complete Remodel 2 Bedroom 1 bathroom with a bonus office/guest room opening to a large screened patio and spacious back yard. This Home is a true Conch home Constructed with Miami Dade Pine originally built in Key West then moved to Big Pine to join the first few homes built on. the Island. Impact doors, new shutters, new roof,

  Heather Mason Coastal Collection Real Estate Inc.

  31131 Avenue D, Big Pine Key, FL 33043
• 

  

  /35

  $217,000 Sold Jan 31, 2025

  • Land

  • 22 Days On Market

  701 Spanish Main Dr Unit 647, Cudjoe Key, FL 33042

  TRANSIENT RENTALS ALLOWED!!Live the Island Life in Your Own Slice of Paradise! Ahoy, fellow adventurers! Set your sails for this dreamy RV lot nestled in the vibrant Venture Out Community, just a breezy 19 miles from the heart of Key West. This spacious 35' x 69' lot is ready to welcome even the biggest rigs, so bring your home on wheels and let the good times roll! With lush landscaping already

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 647, Cudjoe Key, FL 33042
• 

  /2

  Est $1,674,516 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  16640 Cypress Rd, Summerland Key, FL 33042

  16640 Cypress Rd, Summerland Key, FL 33042
• 

  

  /9

  $849,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  22920 Privateer Dr, Summerland Key, FL 33042

  Mariner's Dream - Your Waterfront Paradise Awaits! Welcome to this elevated, stilted two-story home offering 1,560 SqFt of living space and a versatile 4th bedroom that doubles as a den. Situated on a deep, wide, and pristine canal in the desirable Cutthroat Harbor Estates of Cudjoe Key, this home provides the perfect canvas for renovation. With new windows and siding (Completed 2023), much of

  Robin Nilsson Keller Williams Key West Compass Realty

  22920 Privateer Dr, Summerland Key, FL 33042

Showing Results 601 - 640, Page 16 of 18