Monroe, FL Homes

• 

  

  

  /42

  Est $1,296,613 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  31040 Atlantis Dr, Big Pine Key, FL 33043

  31040 Atlantis Dr, Big Pine Key, FL 33043
• 

  

  

  /15

  $1,495,000

  • Land
  • 2.29 Acres
  • $652,838 per Acre

  1261 Avenue A, Big Pine Key, FL 33043

  NO WAIT TO BUILD!! ROGO Exempt 2.29 private and exclusive estate acreage with Bay Bottom on Bogie Channel with spectacular open water views. Property rests at the end of a quiet street and neighbors a park. USACE permitted a 412' dock before the pandemic that recently expired but is in discussion for renewal. Former home on property was damaged in Hurricane Irma and has since been demolished and

  Sasha Naimi Conn Florida LLC

  1261 Avenue A, Big Pine Key, FL 33043
• 

  

  

  /35

  $590,000 Sold Mar 28, 2025

  • 1,184 Sq Ft
  • $498/SF
  • 54 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  2361 Pensacola Rd, Big Pine Key, FL 33043

  Welcome to your serene retreat on Big Pine Key! This charming 3-bedroom, 2-bath home offers a peaceful escape surrounded by nature. Nestled away from the hustle and bustle, this property features a spacious layout with an additional bonus room that can be customized to suit your needs - perfect as a home office, craft room, or play area.Step inside to find an inviting living space with a

  Nira Tocco Coldwell Banker Schmitt RE Co. Lower Keys Office

  2361 Pensacola Rd, Big Pine Key, FL 33043
• 

  

  

  /46

  Est $2,865,904 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,371 Sq Ft

  661 Sugarloaf Blvd, Summerland Key, FL 33042

  661 Sugarloaf Blvd, Summerland Key, FL 33042
• 

  

  

  /33

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,278 Sq Ft

  31525 Avenue A, Big Pine Key, FL 33043

  $550K Opportunity with so much potential. Privacy fence with 2 big double gates with access from both streets and no neighbor across the street. Unique CBS 3bd/2bth ground level home. Double corner lot. 100 X 100. Lots of parking, if you have work vehicles or an RV has rv elect, hook. Room for pool and entertaining. Patio deck area. Yard has plenty has lots of palms for privacy. Close to

  Rose Dell Keller Williams Key West Compass Realty

  31525 Avenue A, Big Pine Key, FL 33043
• 

  

  /18

  $738,000 Sold Mar 28, 2025

  • 816 Sq Ft
  • $904/SF
  • 146 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  27438 Haiti Ln, Summerland Key, FL 33042

  Welcome to 27438 Haiti Ln on Ramrod Key, a boater's paradise! Just minutes to some of the best boating & fishing on the Atlantic side of the Lower Keys with easy boating access to Looe Key reef by way of Newfound Harbor. Impact windows & sliding glass doors, fresh paint in & out, new ceiling fans, and maintenance free aluminum stair & deck rails top the list of recent upgrades! The 60''

  Caroline Bauer Key West Sales, LLC

  27438 Haiti Ln, Summerland Key, FL 33042
• 

  /2

  Est $449,916 Not Listed For Sale

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

  92 John St, Summerland Key, FL 33042

  92 John St, Summerland Key, FL 33042
• 

  

  /37

  $965,000

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  681 W Indies Dr, Summerland Key, FL 33042

  This charming 2-bedroom, 2-bath home is your slice of paradise in the Lower Keys. Nestled on the open water, the property offers ocean views that will take your breath away. Enjoy your morning coffee or evening cocktails on the screened-in porch, perfect for relaxing and soaking in the coastal breeze. With a swim dock right out back, you'll have easy access to the crystal-clear waters for a

  Karen Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

  681 W Indies Dr, Summerland Key, FL 33042
• 

  

  /42

  $699,000 Sold Mar 27, 2025

  • 1,218 Sq Ft
  • $574/SF
  • 11 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  29162 Camellia Ln, Big Pine Key, FL 33043

  Nestled within the serene Key Deer Preserve on Big Pine Key, this charming 3-bedroom, 2 bath home on Camellia Lane offers a great opportunity to experience the tranquil beauty of the Florida Keys. Situated on a quiet street surrounded by lush landscape, this property seamlessly combines modern updates with natural surroundings, making it ideal for nature lovers, boating enthusiasts, and those

  Beata Sharpe Coldwell Banker Vanguard Realty

  29162 Camellia Ln, Big Pine Key, FL 33043
• 

  

  /23

  Est $984,198 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,088 Sq Ft

  30551 Lyttons Way, Big Pine Key, FL 33043

  30551 Lyttons Way, Big Pine Key, FL 33043
• 

  

  /103

  $1,895,000

  • 4 Beds
  • 3 Baths
  • 2,353 Sq Ft

  17176 Bonita Ln W, Summerland Key, FL 33042

  Experience refined island living and world-class boating access in this exceptional Sugarloaf Shores residence. Situated on a generous 12,500 sq ft lot, this 2,353 sq ft, 4-bed, 3-bath, split-level home offers privacy, comfort, and thoughtfully designed indoor-outdoor living.Enjoy the beauty of mature tropical landscaping that surrounds the property, creating a serene atmosphere and lush privacy.

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  17176 Bonita Ln W, Summerland Key, FL 33042
• 

  

  /46

  $1,900,000 Sold Mar 27, 2025

  • 2,358 Sq Ft
  • $806/SF
  • 342 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2023

  271 W Indies Dr, Ramrod Key, FL 33042

  Brand new construction in Breezeswept Beach Estates! This modern 2,358 sq. ft. pool home offers unbeatable Open Water Views and high-end finishes. The open-concept layout features a Chef's Kitchen with premium stainless steel appliances, quartz countertops, ample storage, and a large island. A separate bar with a wine cooler adds convenience. Impact sliding glass doors lead to a covered veranda

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  271 W Indies Dr, Ramrod Key, FL 33042
• 

  /2

  Est $1,062,596 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,390 Sq Ft

  467 Almond Ln, Big Pine Key, FL 33043

  467 Almond Ln, Big Pine Key, FL 33043
• 

  

  /53

  $799,000

  • 3 Beds
  • 3 Baths
  • 912 Sq Ft

  1672 Pandorea Ln, Big Pine Key, FL 33043

  Lowest priced stilted canal-front home on Big Pine! 2/2 up. Recently updated. New central AC, kitchen, screened upstairs and down. Summer kitchen. Large lot with a semi-enclosed carport. Amazing outdoor shower surrounded by lush gardens. Property includes mature landscaping and several fruit trees. Lot is elevated and reportedly did not flood during Irma. Low insurance. Swim spa and other

  Ralph Harvey LISTWITHFREEDOM.COM

  1672 Pandorea Ln, Big Pine Key, FL 33043
• 

  

  /30

  $2,100,000 Sold Mar 26, 2025

  • 1,548 Sq Ft
  • $1357/SF
  • 154 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 2006

  15800 Old State Road 4a, Summerland Key, FL 33042

  Discover one of the rare properties offering over 300 feet of stunning beach frontage in the beautiful Lower Keys. This CBS home boasts expansive balconies on every level and a rooftop deck, perfect for enjoying breathtaking, unobstructed water views. If you're seeking privacy and serene ocean vistas, this is the ideal retreat. Conveniently located near walking and biking trails, marinas, and

  Rodrigo Kirilauscas K & A Realty

  15800 Old State Road 4a, Summerland Key, FL 33042
• 

  

  /69

  Est $6,650,810 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 5,208 Sq Ft

  16750 Old State Road 4a, Summerland Key, FL 33042

  16750 Old State Road 4a, Summerland Key, FL 33042
• 

  

  /39

  $625,000

  • 4 Beds
  • 2 Baths
  • 864 Sq Ft

  27213 Old State Road 4a Unit 4a, Summerland Key, FL 33042

  Private Solar-Powered Oasis in the Heart of Ramrod Key!Welcome to your tropical retreat in the Lower Keys! This spacious 4-bedroom, 2-bathroom home offers privacy, sustainability, and island living at its best--nestled quietly behind Boondocks on Ramrod Key with no immediate neighbors.Enjoy your own fenced backyard, perfect for kids, pets, or entertaining, plus large raised growing bins ready for

  Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  27213 Old State Road 4a Unit 4a, Summerland Key, FL 33042
• 

  

  /9

  $435,000 Sold Mar 25, 2025

  • 1,013 Sq Ft
  • $429/SF
  • 17 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1943

  30427 Palm Dr, Big Pine Key, FL 33043

  Welcome to your tropical oasis at 30427 Palm Dr, nestled in the serene and picturesque Big Pine Key, Florida! This charming property offers a perfect blend of comfort and coastal living.**Property Features:**- **Bedrooms:** 2 spacious bedrooms, designed to offer relaxation and tranquility.- **Bathrooms:** 1 well-appointed bathroom.. + OUTDOOR SHOWER- **Living Space:** An inviting open-concept

  Matthew Sheehan Ocean Sotheby's International Realty

  30427 Palm Dr, Big Pine Key, FL 33043
• 

  

  /36

  Est $2,492,188 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 3,224 Sq Ft

  333 Indies Rd, Ramrod Key, FL 33042

  333 Indies Rd, Ramrod Key, FL 33042
• 

  

  /44

  $997,000 Open Sat 11AM - 2PM

  • 2 Beds
  • 2 Baths
  • 779 Sq Ft

  701 Spanish Main Dr Unit 214, Cudjoe Key, FL 33042

  Welcome to your own piece of paradise in the heart of Cudjoe Key located in the gated community of Venture Out, where the island breeze and good vibes never stop!Live the island life in this turnkey 2 Bedroom, 2 Bath open water gem that's fully furnished and ready to rock your flip-flops off! Kick back on the oversized covered porch upstairs and catch the cool ocean vibes - it's your front-row

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 214, Cudjoe Key, FL 33042
• 

  

  /44

  $635,000 Sold Mar 25, 2025

  • 976 Sq Ft
  • $651/SF
  • 106 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1997

  30650 15th St, Big Pine Key, FL 33043

  We're excited to announce that this charming home is back on the market, freshly renovated and ready for showings! If you checked out the listing before, now's the perfect chance to see the delightful updates!Just imagine driving down a winding dirt road in the beautiful Florida Keys. Are you dreaming of a peaceful slice of paradise in Big Pine? This could be the perfect spot for you! Tucked away

  Jeannine Cook Rook Realty

  30650 15th St, Big Pine Key, FL 33043
• 

  

  /35

  Est $1,149,415 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,735 Sq Ft

  22977 Port Royal Ln, Cudjoe Key, FL 33042

  22977 Port Royal Ln, Cudjoe Key, FL 33042
• 

  

  /56

  $295,000

  • 1 Bed
  • 1 Bath
  • 368 Sq Ft

  701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042

  Welcome to this well-maintained home located in the desirable all-age community of Venture Out on Cudjoe Key. This home offers more than meets the eye, featuring a spacious addition that includes a carpeted living area and a versatile flex room currently used as an extra sleeping space--ideal for guests or a home office.While the exterior is modest, the inside offers a comfortable, well-kept

  Kimberly Didrichsons Bluescape Real Estate

  701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042
• 

  

  /40

  $1,175,000 Sold Mar 24, 2025

  • 988 Sq Ft
  • $1189/SF
  • 134 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  29541 Flying Cloud Ave, Big Pine Key, FL 33043

  With its unbeatable new price and motivated sellers, this is the perfect time to make your move! Nestled in the sought-after Pine Channel Estates, this stunning coastal home blends relaxation, style, and functionality--ideal for your next chapter or a smart investment. Step inside to a bright, open living space designed to bathe the interior in natural light, creating a warm and cheerful

  Nira Tocco Coldwell Banker Schmitt RE Co. Lower Keys Office

  29541 Flying Cloud Ave, Big Pine Key, FL 33043
• 

  

  /26

  Est $805,749 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,794 Sq Ft

  30946 Edward Rd, Big Pine Key, FL 33043

  30946 Edward Rd, Big Pine Key, FL 33043
• 

  

  /35

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,077 Sq Ft

  28212 Gato Rd, Summerland Key, FL 33042

  NATURE LOVERS PARADISETucked away in the heart of the Lower Keys, this unique property on Little Torch Key offers the ultimate in privacy and natural beauty. Surrounded by lush native vegetation and thriving wildlife, this home is a tranquil haven for those seeking peace and quiet -- a true escape from the everyday.Set on a generously sized lot, the home is bordered by mature tropical foliage

  Donna Pezzi Keller Williams Key West Compass Realty

  28212 Gato Rd, Summerland Key, FL 33042
• 

  

  /27

  $730,000 Sold Mar 21, 2025

  • 1,242 Sq Ft
  • $588/SF
  • 102 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  27230 Brown Dr, Summerland Key, FL 33042

  Discover your peaceful retreat on this rare double lot with scenic water views. This comfortable 3BD/2BA home features expansive covered patios, carport, and generous legal storage. With a 200-amp service for additional RV hookup and abundant parking, there's ample space to expand, add a pool, or both. Canal is plugged (no boating) but great for kayaking and paddle-boarding. Plenty of space for

  Amber DeBevec LoKation Real Estate

  27230 Brown Dr, Summerland Key, FL 33042
• 

  /2

  Est $1,647,857 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  1931 Sugarloaf Blvd, Sugarloaf Key, FL 33042

  1931 Sugarloaf Blvd, Sugarloaf Key, FL 33042
• 

  

  /60

  $539,000

  • 2 Beds
  • 1 Bath
  • 667 Sq Ft

  701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042

  Oceanfront Paradise Awaits!Unit 602 in Venture OutExperience the epitome of Florida living in this charming Two-bedroom, one-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home with ocean views from the backyard home boasts:* Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft

  Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042
• 

  

  /20

  $260,000 Sold Mar 21, 2025

  • 588 Sq Ft
  • $442/SF
  • 151 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1967

  31048 Avenue J, Big Pine Key, FL 33043

  Cozy place to get away, rent or call home. 1031 buyers, we can close quick! Where the deer and the heron come for refuge. No home owners association, this is not leased land. Can replace with a house if you like. Semi private no neighbors across the street, more than likely their will never be. Nice open water view community park nearby with Tennis courts, Basket Ball, racquetball, baseball,

  Rose Dell Keller Williams Key West Compass Realty

  31048 Avenue J, Big Pine Key, FL 33043
• 

  /2

  Est $932,897 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,326 Sq Ft

  22842 Buccaneer Ln, Summerland Key, FL 33042

  22842 Buccaneer Ln, Summerland Key, FL 33042
• 

  

  /3

  $449,000

  • Land
  • 0.34 Acre
  • $1,303,896 per Acre

  Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042

  Oversized lot in gorgeous Sugarloaf Key with 15,000 Square feet ready for you to enter into the ROGO system. This sale comes with a ROGO Point Letter from Monroe County for 0 Disturbed Pine worth 24 points, giving you 44 points to enter into the ROGO system to build your dream home. Seller has done the Letter of Current Site Conditions with the County as well as engineering for a house, just

  Pamela Stangler Expert Realty LLC

  Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042
• 

  

  /40

  $680,000 Sold Mar 20, 2025

  • 1,080 Sq Ft
  • $630/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  27337 Tobago Ln, Summerland Key, FL 33042

  Nestled in the picturesque Breezeswept Beach Estates on Ramrod Key, this exceptional canal-front home offers an unparalleled Florida Keys lifestyle. Upon stepping inside, you're immediately welcomed by an inviting open-concept layout that maximizes space and enhances the flow between rooms. The kitchen is a chef's dream, boasting granite countertops that provide ample space for cooking, a

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  27337 Tobago Ln, Summerland Key, FL 33042
• 

  

  /24

  Est $1,044,549 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,482 Sq Ft

  19453 Seminole St, Sugarloaf Key, FL 33042

  19453 Seminole St, Sugarloaf Key, FL 33042
• 

  

  /25

  $775,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  180 Sugarloaf Dr, Summerland Key, FL 33042

  This charming 3 bedroom 2 bath house in Sugarloaf Shores sits on an oversized 12,000sqft lot. Fenced for privacy with plenty of room for a pool, park your boat or RV. Outside you have a quaint patio, outdoor shower and lush gardens. Step inside to find a warm inviting interior space, remodeled kitchen, bonus screened porch and outdoor seating area. Whether you're looking for a full time

  Jenny Perry Preferred Properties (KW)

  180 Sugarloaf Dr, Summerland Key, FL 33042
• 

  

  /33

  $719,970 Sold Mar 20, 2025

  • 1,078 Sq Ft
  • $668/SF
  • 108 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  27394 Saint Lucie Ln, Summerland Key, FL 33042

  Idyllic Breezeswept Beach Estates waterfront home, boasting a spacious floorplan and central location! This well-maintained home offers a bright and welcoming open-concept living space upon entry, with soaring ceilings and loads of natural light. The generous living room flows seamlessly into the dining room and kitchen, complete with abundant cabinetry and prep space, and peninsula with

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  27394 Saint Lucie Ln, Summerland Key, FL 33042
• 

  

  /23

  Est $1,336,133 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  30891 Granada Ave, Big Pine Key, FL 33043

  30891 Granada Ave, Big Pine Key, FL 33043
• 

  

  /42

  $825,000

  • 3 Beds
  • 2 Baths
  • 1,122 Sq Ft

  22988 Port Royal Ln, Summerland Key, FL 33042

  With unbeatable access to oceanside fishing, diving, and lobstering, this canal front home delivers the kind of location boaters rarely find. The west-facing canal sets the stage for vivid sunset views, while the spacious lot offers room for extra parking, trailered boats, or an RV. Inside, the home features three bedrooms, two bathrooms, granite countertops, stainless steel appliances, and

  Walter Ceballos, P.A. Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  22988 Port Royal Ln, Summerland Key, FL 33042
• 

  

  /32

  $450,000 Sold Mar 19, 2025

  • Land

  • 256 Days On Market

  701 Spanish Main Dr Unit 609, Cudjoe Key, FL 33042

  A Fisherman's Paradise for the Big Boaters! This 40' seawall RV site located in the coveted Venture Out community is the perfect vacation and or income producing property for nightly/weekly rentals. The 60' wide canal is one of the best in the park providing deep draft clear water with ample maneuverability for the big boats. The canal provides a straight shot out to Kemp Channel and the open

  Paul Rogers Coldwell Banker Schmitt RE Co. Lower Keys Office

  701 Spanish Main Dr Unit 609, Cudjoe Key, FL 33042
• 

  /2

  Est $1,057,217 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft

  491 W Indies Dr, Ramrod Key, FL 33042

  491 W Indies Dr, Ramrod Key, FL 33042

Showing Results 441 - 480, Page 12 of 18