Homes for Sale near Sugarloaf School

• 

  

  

  /9

  $360,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  290 Leo Ln, Key West, FL 33040

  Mobile home on swim canal is about 10 minutes from Key West. Owner has submitted ROGO Exemption request from Monroe County Planning Department. Same tenants have occupied for many years. Concrete seawall, in place. Open space across the street with community parvillion.

  Darlene Thomas Beach Club Brokers (KW)

  290 Leo Ln, Key West, FL 33040
• 

  

  

  /20

  $625,000

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft

  35 Boundary Ln, Key West, FL 33040

  Your piece of paradise here in the lower keys only 9 miles from Kew West and all it has to offer! This is the fish camp you've been looking for or build your new home in paradise here. Spectacular quick deep-water access to the ocean! Many upgrades to this cozy bungalow.

  Marie Howe Century 21 Circle - Key West

  35 Boundary Ln, Key West, FL 33040
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  /35

  $729,000

  • 3 Beds
  • 1.5 Baths
  • 1,247 Sq Ft

  29283 Coconut Palm Dr, Big Pine Key, FL 33043

  Welcome to Coconut Palm Drive -- a hidden gem in one of Big Pine Key's peaceful residential neighborhoods. This 3-bedroom, 1.5-bath island home offers vaulted ceilings, crown molding, and an open-concept layout that brings in natural light and a spacious feel. The tropical backyard is fully fenced for privacy and features mature banana trees. A generous downstairs storage area offers endless

  Stephany Duvall Engel & Volkers Marathon

  29283 Coconut Palm Dr, Big Pine Key, FL 33043
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  /53

  $985,000

  • 2 Beds
  • 2 Baths
  • 888 Sq Ft

  701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042

  Panoramic Ocean Views With Transient Rental License! This beautifully updated and well-maintained stilt home offers 2 bedrooms and 2 bathrooms, large kitchen with all the necessities, panoramic ocean views, a private 35' concrete seawall for your boat and off street parking for your vehicle. This home has an open deck overlooking the crystal clear waters and a screened deck just waiting for you

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
• 

  

  

  /25

  $719,000

  • 2 Beds
  • 2 Baths
  • 1,139 Sq Ft

  7 Jade Dr Unit 2, Key West, FL 33040

  Waterfront home close to Key West. Deep-water canal with great boating access. 40 ft of concrete seawall. Spectacular outdoor living space. Room for a pool. Plenty of parking with room for an RV and/or a boat and trailer. Great water views from every window in the house. Porches on the 1st and 2nd floors. Tenant occupied until 9/30/2025. Owners are licensed Florida Realtors.

  Michael Petro Expert Realty LLC (HQ)

  7 Jade Dr Unit 2, Key West, FL 33040
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  /47

  $985,000

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

  786 Jamaica Ln, Little Torch Key, FL 33042

  ASSUMABLE MORTGAGE at 3.125% to qualified Buyers! Come enjoy coastal living blended with modern conveniences. Discover the perfect blend of comfort and convenience in this well-built 3-bedroom, 2-bath home. Easy to show. Within minutes you're out on the water with access to the Atlantic Ocean and Gulf. Located on a clear canal, this property offers the ideal setting for those seeking

  Donna Pezzi Keller Williams Key West Compass Realty

  786 Jamaica Ln, Little Torch Key, FL 33042
• 

  

  /23

  $3,750,000

  • 4 Beds
  • 4.5 Baths
  • 3,228 Sq Ft

  22815 Port Royal Ln, Summerland Key, FL 33042

  DIRECT OCEAN FRONT 323FT of Water Frontage- BOATERS PARADISE FOUND with room for 3 Boats on unobstructed sunset view over open water - oversized corner lot with water on 2 sides at end of a private road offering picture perfect sunsets in a protected bay! INCOME PRODUCING!, includes 175' of open water and 148' of canal frontage featuring a 90' concrete dock, and a private kayak launch. The main

  Rhonda Gailey Gailey Enterprises Real Estate

  22815 Port Royal Ln, Summerland Key, FL 33042
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  /4

  $245,000

  • Land

  30921 Bailey Rd, Big Pine Key, FL 33043

  Ready..Set.. Build!! Welcome to the future home site in the sought-after neighborhood of Big Pine Key! There are two ROGO-exempt vacant lots available for $245,000 each that offer a rare opportunity to build your dream home in paradise. No waiting for permit allocation!!

  Maryann Warren Coldwell Banker - Ft. Lauderdale

  30921 Bailey Rd, Big Pine Key, FL 33043
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  /27

  $309,900

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  27983 Snapper Ln, Little Torch Key, FL 33042

  Keys Living at a Great Price!This 2-bedroom, 1-bath mobile home offers an excellent opportunity to own in the Lower Florida Keys. Located on a quiet street on Little Torch Key, the home backs to a swimming canal -- a peaceful setting for relaxing, paddleboarding, or a refreshing dip.Inside, you'll find vaulted ceilings, an open-concept living and kitchen area, and a layout that maximizes space

  Sandra Dolowy KeyIsle Realty

  27983 Snapper Ln, Little Torch Key, FL 33042
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  /70

  $1,975,000

  • 3 Beds
  • 3 Baths
  • 2,295 Sq Ft

  20889 7th Ave W, Summerland Key, FL 33042

  Luxury Waterfront Living in Prestigious Cudjoe Gardens, ROOM FOR A POOL! Discover refined island living in the heart of one of the Florida Keys' most exclusive waterfront communities renowned for its deepwater access, upscale ambiance, and close proximity to Key West.This elegantly designed residence is positioned on an 8,000sf lot, offering exceptional canal frontage on a 50ft wide canal only 6

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  20889 7th Ave W, Summerland Key, FL 33042
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  /3

  $300,000

  • Land

  0 Candice Ave, Little Torch Key, FL 33042

  Rare opportunity to acquire a 6-parcel assemblage totaling approx. 13.67 acres on Little Torch Key. Includes five 6,000 sq. ft. Mates Beach lots on Candice Avenue (two Tier 3 Infill) and a 12.97+/- acre tract with 2.61 acres upland and 10.36 acres environmentally sensitive land. Perfect for agricultural or beekeeping use, conservation project, or long-term investment. Located in a desirable Lower

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  0 Candice Ave, Little Torch Key, FL 33042
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  /45

  $1,590,000

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

  28538 John Silver Rd, Summerland Key, FL 33042

  Experience the best of the Keys lifestyle in this beautifully appointed 3-bedroom, 2-bath home, ideally positioned on a premium corner lot with approximately 236 feet of waterfront along a wide canal. Offering direct and easy access to open water, this property is a dream for boaters and water lovers alike.Step inside to a bright, open layout where expansive windows frame stunning views of

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  28538 John Silver Rd, Summerland Key, FL 33042
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  /68

  $998,755 Open Sat 11AM - 3PM

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

  460 Barry Ave, Summerland Key, FL 33042

  Experience the Ultimate Florida Keys Lifestyle in This One-f-A-kind Coastal Retreat!Step onto Coastal elegance with this stunning 3-bedroom 2-bathroom home offering 1440 square feet of thoughtfully designed living space. The expansive great room showcases soaring 20-foot ceilings- a rare gem in the Keys- creating an airy, open feel.Stylish wide- plank luxury vinyl flooring runs throughout

  Noel Betancourt Tropic Shores Realty LLC

  460 Barry Ave, Summerland Key, FL 33042
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  /30

  $375,000

  • 3 Beds
  • 1 Bath
  • 1,044 Sq Ft

  27960 Porgie Path, Little Torch Key, FL 33042

  Canal Front Coral Shores Estates! This 3 Bedroom home with Open Water views of South Pine Channel has a wonderful Swimming Canal ,perfect for kayaking, SUP, and can be easily accessed from the beautiful large new deck- with ladder access to the water. The front of the yard has new fencing, and room to park several cars off street. The inside has 3 bedrooms and a bath, and 2 living room areas.

  Elaine Coyle Keller Williams Key West Compass Realty

  27960 Porgie Path, Little Torch Key, FL 33042
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  /55

  $1,750,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,467 Sq Ft

  21865 Spain Blvd, Summerland Key, FL 33042

  Majestically positioned at the end of Spain Blvd, within the Prestigious Cudjoe Acres neighborhood. Discover 21855 & 21865 Spain Blvd. A Property that offers the kind of privacy that's almost impossible to find in the Florida Keys. Set on over 3 acres of land, this one-of-a-kind property is surrounded by naturally occurring native plants, mature trees, and freshwater ponds that encourage local

  Matthew Sheehan Ocean Sotheby's International Realty

  21865 Spain Blvd, Summerland Key, FL 33042
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  /50

  $299,000

  • 2 Beds
  • 1 Bath
  • 738 Sq Ft

  701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042

  Are you in search of a charming 2-bedroom, 1-bathroom property in Venture Out? Take a look at this listing, priced to sell and with the potential to become a profitable investment property or a relaxing weekend getaway in the highly coveted Venture Out Community in Cudjoe Key. This property boasts a great kitchen with newer appliances, plenty of counter space, and a convenient pass-through to the

  Jan Fritz Coldwell Banker Schmitt RE Co.

  701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
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  /54

  $985,900 Open Sat 11AM - 2PM

  • 2 Beds
  • 2 Baths
  • 998 Sq Ft

  2123 Spanish Channel Dr, Big Pine Key, FL 33043

  Ocean Views, Direct canal frontage , in the ocean water in 2 minutes. Concrete Dock, Solid pour concrete column house is ready for making your own . Beautiful trees, planted newly landscaped with custom design fencing. Wildlife is amazing, quiet location near end of the road. Grocery store 1 mile away close to Key West or Marathon Roof replaced in 2018 also all new hurricane window, doors,

  Anne Press Lokation Real Estate

  2123 Spanish Channel Dr, Big Pine Key, FL 33043
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  /95

  $445,000

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft

  7 Barcelona Dr, Key West, FL 33040

  Fully furnished, turnkey, and just minutes from downtown Key West, this beautifully renovated 1-bedroom, 1-bath waterfront cottage with a spacious loft is the perfect island retreat or investment property. Whether you're looking for a full-time residence or a short-term rental opportunity, this home is ready to go—complete with all furnishings, decor, and essentials. Tucked along a quiet canal

  Jimmy Cooke II BOFFO REAL ESTATE GROUP LLC

  7 Barcelona Dr, Key West, FL 33040
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  /30

  $544,000

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  30461 Poinciana Rd, Big Pine Key, FL 33043

  Charming home on an oversized double lot (12,500 sqft) in Big Pine Key. This 3-bedroom 2 bath home, with an office, features vaulted ceiling, brand new mini split air condition units and plenty of windows and French doors that allow light to fill the home. The large primary bedroom has a screened in porch off the back perfect for relaxing. Also, in the rear of the home is an attached, private 1/1

  Dorry Santiago Keller Williams Realty Profess

  30461 Poinciana Rd, Big Pine Key, FL 33043
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  /25

  $569,700

  • 2 Beds
  • 1 Bath
  • 718 Sq Ft

  701 Spanish Main Dr Unit 335, Cudjoe Key, FL 33042

  Licensed nightly rental. Brand new raised Sea Wall!! Discover island living at 701 Spanish Main Dr, Unit 335 in Cudjoe Key, FL. 2Bd/1Ba successful vacation rental located in a premium location on the water with open water views and features a 35' concrete seawall for docking a boat. Dock is equipped with dock posts, cleats, water, and storage. Large patio space to enjoy paradise overlooking the

  Sarah Dolson Keller Williams Key West Compass Realty

  701 Spanish Main Dr Unit 335, Cudjoe Key, FL 33042
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  /24

  $580,175

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042

  Licensed Nightly Rental Property!! Discover island living at 701 Spanish Main Dr, Unit 79 in Cudjoe Key, FL. This charming property offers an unbeatable opportunity for investors or those seeking a tranquil retreat. Currently operating as a successful vacation rental, this home is perfectly positioned to generate income or serve as your own private oasis. This property promises both convenience

  Sarah Dolson Keller Williams Key West Compass Realty

  701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042
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  /24

  $780,000

  • 2 Beds
  • 1.5 Baths
  • 864 Sq Ft

  31120 Avenue J, Big Pine Key, FL 33043

  Nestled on a spacious 10,000 sq. ft. ( double lot ), this newly constructed concrete block home offers both comfort and privacy in the heart of Big Pine Key. Featuring 2 bedrooms, one full bath with office / den, this property is ideal for those seeking a peaceful retreat with plenty of space. Enjoy sunny days by the above ground pool, surrounded by lush tropical landscaping and a fully fenced

  David Kaufmann Century 21 Circle

  31120 Avenue J, Big Pine Key, FL 33043
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  /25

  $745,000

  • Land

  28587 Peg Leg Rd Little Torch Alley, Little Torch Key, FL 33042

  Vacant Land on Canal waiting on permit 41.5 points today for a 3497 sq.foot house with a roof top area. Permit number# SFDUP -2025-0096 Four-bedroom three-bathroom house. Builder will build for the buyer price and terms to be negotiated Dock and plans are included. Ranked for next quarter to be delivered a permit. Pictures shown as built house.

  Barbara Eads Barbara Eads Realty

  28587 Peg Leg Rd Little Torch Alley, Little Torch Key, FL 33042
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  /9

  $2,400,000

  • Land
  • 0.55 Acre
  • $4,356,000 per Acre

  24356 Overseas Hwy, Summerland Key, FL 33042

  Begin your Florida Keys venture at this exceptional waterfront Commercial property. The site consists of four lots measuring 60'x100' each, creating a 24,000-square-foot parcel with 240 feet of concrete seawall. The property comes equipped with water and electrical connections. Its strategic location offers excellent access to both the Atlantic and Gulf waters, including proximity to Looe Key

  Scott Brisson KeyIsle Realty

  24356 Overseas Hwy, Summerland Key, FL 33042
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  /60

  $5,500,000

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

  481 E Shore Dr, Summerland Key, FL 33042

  Exceptional Investment Opportunity in the Lower Florida Keys! Owner and private financing are available. This is one of the very few vacation rental properties licensed for daily, weekly, or monthly rentals. Boasting an impressive occupancy rate and generating up to $400,000 annually, this property offers stress-free, passive income in Summerland Key, a premier location. Discover a rare gem in

  Mariana Zaleska-Montadas Berkshire Hathaway HomeServices Keys Real Estate

  481 E Shore Dr, Summerland Key, FL 33042
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  /7

  $250,000

  • Land

  27313 Antigua Rd, Ramrod Key, FL 33042

  This is your chance to secure one of the few ROGO-ready lots in the Florida Keys--no years of waiting in the queue. Located in the highly sought-after Breezeswept Beach Estates on Ramrod Key, this vacant lot comes with 2 dedication lot points and the ability to reach 43.5 total points with a revised application--fast-tracking you to the top of the ROGO list.The seller has full engineering and

  Pamela Stangler Expert Realty LLC

  27313 Antigua Rd, Ramrod Key, FL 33042
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  /29

  $239,000

  • Land

  701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042

  RV Lot 621 - Priced to Sell!! Calling investors, locals and snowbirds - This is an active vacation rental, it also has rights to build a home, or just enjoy this for yourself year round or as a second homebase. Lushly Landscaped 35' x 69' Lot with Ocean Views & Full Hookups. This beautifully landscaped RV lot offers amazing privacy and is located in the gated, community of Venture out on Cudjoe

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042
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  /15

  $425,000

  • 2 Beds
  • 1 Bath
  • 798 Sq Ft

  69 Palm Dr, Key West, FL 33040

  ROGO exempt! Opportunity to easily replace existing mobile with a hurricane-rated modular, wood frame or Concrete home in a relaxed Lower Keys community just 15 minutes from Key West. Located on a 60+ ft wide deep-water canal with a solid seawall that spans the width of the property, 35 feet--ideal for boating or fishing right from your backyard. Enjoy neighborhood amenities like tennis and

  Natallie Liz Expert Realty LLC (HQ)

  69 Palm Dr, Key West, FL 33040
• 

  

  /19

  $3,300,000

  • Land

  31 Sea Lore Ln, Shark Key, FL 33040

  An extraordinary opportunity to bring your dream waterfront estate to life in the prestigious community of Shark Key.This premier 18,750 sq ft lot comes with a coveted ROGO allocation already in place -- saving you years of time and planning. Tucked away on the exclusive street of Sea Lore Lane, the property offers over 90 feet of pristine shoreline, delivering uninterrupted views and endless

  Jenna Stauffer Ocean Sotheby's International Realty

  31 Sea Lore Ln, Shark Key, FL 33040
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  /28

  $979,999

  • 3 Beds
  • 3 Baths
  • 1,859 Sq Ft

  146 Sugarloaf Dr, Summerland Key, FL 33042

  Canal-Front Home in Sugarloaf - Boat Lift Included - Enjoy the ultimate Keys lifestyle in this well-maintained 3-bedroom, 2-bath canal-front home in beautiful Sugarloaf Key. Located on a quiet street, this move-in ready property offers direct boating access and your own private dock with boat lift--perfect for easy access to both the Gulf and Atlantic with no bridges. Inside, the home features an

  Joe Dudek Expert Realty LLC (HQ)

  146 Sugarloaf Dr, Summerland Key, FL 33042
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  /2

  $1,125,000

  • Land
  • 0.86 Acre
  • $1,301,248 per Acre

  0 U S Route 1, Big Pine Key, FL 33043

  Seller will finance with one half down payment for ten years, Commercial zoning, Tier 1 lot.

  Barbara Eads Barbara Eads Realty Inc.

  0 U S Route 1, Big Pine Key, FL 33043
• 

  

  /24

  $1,174,000

  • Land
  • 5 Acres
  • $234,800 per Acre

  2231 Middle Torch Rd, Summerland Key, FL 33042

  Opportunities like this are few and far between. This extraordinary offering includes two adjoining 2.5-acre parcels, totaling 5 acres of land -- Truly a rare find in the Florida Keys. Each lot measures 110 x 990 feet, offering an abundance of space, privacy, and potential. The property currently features two dwellings -- a single-family residence and a manufactured dwelling on the other -- each

  Stephany Duvall Engel & Volkers Marathon

  2231 Middle Torch Rd, Summerland Key, FL 33042
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  /52

  $425,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042

  Transient Rental License! Welcome to the epitome of comfort and convenience in this Palm Harbor fully furnished two-bedroom, two-bath home located within the highly desirable Venture Out Community. This immaculate home is nestled around tropical landscaping with a relaxing patio out back. Step into the open concept living room and well-equipped eat-in kitchen, featuring a full line of new

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042
• 

  

  /31

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,364 Sq Ft

  27235 Mariposa Rd, Summerland Key, FL 33042

  Welcome to your perfect Keys retreat--low-maintenance, move-in ready, and full of charm! This 3-bedroom, 2-bath home offers a spacious 1,364 sq ft layout plus a screened-in porch with peaceful canal and backyard views. Inside, you'll find tall ceilings, crown molding, and tile flooring throughout. The kitchen is well-appointed with stainless appliances and granite counters.Built to last with

  Brent Bishop Internet Realty of the Florida Keys

  27235 Mariposa Rd, Summerland Key, FL 33042
• 

  

  /40

  $779,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  300 Avenue C, Key West, FL 33040

  This turnkey home is located in Big Coppitt Key. A perfect starter home for a young family or an ideal investment property. The flexible layout offers many options that are great for entertaining. Recent improvements include two new decks with aluminum railings, central AC, and a Chef's kitchen that is sure to impress. Call today to schedule a private viewing.

  Terry Garcia Keller Williams Key West Compass Realty

  300 Avenue C, Key West, FL 33040
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  /30

  $749,000

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

  27 Riviera Dr, Key West, FL 33040

  Welcome to your own slice of paradise in beautiful Big Coppitt Key! Just 10 minutes from the vibrant energy of Key West, this bright and beautifully renovated 2-bedroom, 2-bath canal-front home offers the perfect blend of island serenity and coastal convenience.Situated on a quiet canal with direct access to the bay, this adorable tropical retreat is ideal for boaters, kayakers, and sunset

  Dawn McComish Lokation Real Estate

  27 Riviera Dr, Key West, FL 33040
• 

  

  /25

  $639,900

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

  31243 E Ave E, Big Pine Key, FL 33043

  **Price Improvement* Welcome to your slice of paradise in Big Pine Key! This charming 3-bedroom, 2-bath home is an ideal opportunity for families or first-time homebuyers seeking the quintessential Florida Keys lifestyle. Step inside to discover a comfortable and inviting living space, perfect for creating lasting memories.Outside, a small, fenced area provides a safe and convenient space for

  Sabre Mendoza Coldwell Banker Schmitt RE Co.

  31243 E Ave E, Big Pine Key, FL 33043
• 

  

  /4

  $675,000

  • Land
  • 0.31 Acre
  • $2,177,419 per Acre

  2080 Coral Way, Big Pine Key, FL 33043

  Rare opportunity to own a stunning ocean view double lot with 107 feet of canal frontage in sought-after Big Pine Key! Currently #5 in ROGO, this prime property comes with approved building plans—available upon request. The spacious lot offers ample room for your dream home with direct canal access and breathtaking open-water views. Buyers may have the ability to modify the existing plans—please

  Kelly Acosta ARGO GROUP PROPERTIES LLC

  2080 Coral Way, Big Pine Key, FL 33043
• 

  

  /54

  $650,000

  • 2 Beds
  • 1 Bath
  • 944 Sq Ft

  81 Sirius Ln, Key West, FL 33040

  Your Private Tropical Retreat on Geiger Key -- A True Boater's ParadiseWelcome to 81 Sirius Lane, where your dream Florida Keys lifestyle comes alive. Just 10 minutes from the excitement of Key West, this charming canal-front home offers laid-back island living with the ultimate backyard escape.Step into your private tropical oasis featuring a spacious tiki hut, a hammock for afternoon naps, and

  Tommy Mack Coastal Collection Real Estate Inc.

  81 Sirius Ln, Key West, FL 33040
• 

  

  /42

  $689,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  31042 Hibiscus Dr, Big Pine Key, FL 33043

  Assumable interest rate at 4.8% for qualified buyers! This exceptional property boasts an array of features that provides the perfect blend of comfort and tranquility. The surrounding county-owned land ensures a sense of seclusion and no future building. As you step inside, you'll be greeted by the soaring cathedral ceilings, which create a sense of airiness and freedom, perfectly complemented by

  Deni Heintzelman KeyIsle Realty

  31042 Hibiscus Dr, Big Pine Key, FL 33043

Showing Results 121 - 160, Page 4 of 9