Homes for Sale near Sugarloaf School

• 

  

  

  /17

  $265,000

  • Land

  701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042

  Spacious RV lot measuring approximately 35 x 69 in the highly desirable Venture Out Resort on Cudjoe Key. This ROGO exempt lot is ready for your RV with both 30- and 50-amp service, water, and sewer hookups, plus the flexibility to build in the future. The community offers resort-style amenities including a heated pool, hot tub, private marina with boat ramp, fuel dock and community store,

  Jenifer Hirsch Bluescape Real Estate

  701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042
• 

  

  

  /15

  $265,000

  • Land

  701 Spanish Main Dr Unit 643, Cudjoe Key, FL 33042

  Welcome to island living at its best! This 35'x 69' RV lot is ready for your rig with full hookups and all the perks of Venture Out--golf cart streets, 24-hour security, pool, tennis, pickleball, and a marina. Located minutes from local favorites Morning Joint, Square Grouper, and 420 Lounge, plus only 19 miles to Key West. Whether you're here for fishing, boating, or simply soaking in the Keys

  Jenifer Hirsch Bluescape Real Estate

  701 Spanish Main Dr Unit 643, Cudjoe Key, FL 33042
• 

  

  

  /41

  $795,000

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

  251 Pelican Ln, Big Pine Key, FL 33043

  Tropical Retreat on Two Lots. Discover your slice of paradise with this lovely updated concrete block home, perfectly positioned on an oversized property with serene canal frontage. Move-in ready, meticulously maintained, this home offers both comfort and functionality. Inside, you'll love the cheerful white kitchen with granite counters and backsplash, flowing seamlessly into the open living and

  Sunnie San Lorenzo KeyIsle Realty

  251 Pelican Ln, Big Pine Key, FL 33043
• 

  

  

  /12

  $725,000

  • Land

  17230 Angelfish Ln, Sugarloaf Shores, FL 33042

  Build Your Dream Home in Sugarloaf Shores! Don't miss this rare opportunity to own a waterfront lot in the desirable Sugarloaf Shores! This high and dry, cleared 8,165 sq. ft. parcel offers a fresh canvas for your vision of paradise in the Florida Keys. The property features a brand-new concrete seawall, perfect for the boating enthusiast, with direct access to both the Atlantic Ocean and the

  Raymond Vazquez Isle Real Estate, Inc.

  17230 Angelfish Ln, Sugarloaf Shores, FL 33042
• 

  

  

  /10

  $725,000

  • Land

  17220 Angelfish Ln, Sugarloaf Shores, FL 33042

  Build Your Dream Home in Sugarloaf Shores! Discover the rare opportunity to develop your very own piece of paradise in the exclusive Sugarloaf Shores! This 8,165 sq. ft. waterfront lot is high, dry, and cleared, offering a perfect blank slate for your dream home in the Florida Keys. With a full 70' concrete seawall, this property is a boater's paradise, providing direct access to both the

  Raymond Vazquez Isle Real Estate, Inc.

  17220 Angelfish Ln, Sugarloaf Shores, FL 33042
• 

  

  /30

  $539,000

  • 2 Beds
  • 1 Bath
  • 1,253 Sq Ft

  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
• 

  

  /98

  $2,800,000

  • 3 Beds
  • 3 Baths
  • 3,013 Sq Ft

  680 Cruikshank Island, Summerland Key, FL 33042

  Welcome to 680 Cruikshank Isle, an extraordinary waterfront estate in the heart of Summerland Key that captures the essence of Florida Keys luxury living. Offering over 3,000 sq. ft. of interior space, this three-bedroom, three-bath residence is thoughtfully designed for both elegance and comfort, blending open living areas with timeless architectural details.Inside, soaring ceilings and

  Barbara Crespo Keller Williams Key West Compass Realty

  680 Cruikshank Island, Summerland Key, FL 33042
• 

  

  /5

  $480,000

  • Land

  19 Luna Ln, Big Coppitt Key, FL 33040

  ROGO letter in hand. Beautiful, deep water canal front lot. Minutes from Open Water. Cleared and ready to build. Concrete Seawall in place. All new homes surrounding it. 15 minutes to Key West. Come build your dream home. Seller will consider financing with large downpayment.

  Dawn McComish Lokation Real Estate

  19 Luna Ln, Big Coppitt Key, FL 33040
• 

  

  /61

  $975,000

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  27332 St Martin Ln, Ramrod Key, FL 33042

  Welcome to Breezeswept Beach Estates-- In the heart of the Florida Keys! Here, boating, diving, and fishing are a way of life. This waterfront concrete block (CBS) 3-bed, 2-bath home sits on a deep, ocean-side canal just minutes to open water; Looe Key's clear blue reef is about a 15-minute boat ride away, and Key West is roughly 30 minutes by car. Thoughtfully updated for low-maintenance Keys

  Mark Gable Engel & Volkers Marathon

  27332 St Martin Ln, Ramrod Key, FL 33042
• 

  

  /18

  $420,000

  • 2 Beds
  • 2 Baths
  • 1,310 Sq Ft

  256 Mars Ln, Key West, FL 33040

  Unlock the potential of this waterfront property just half a mile from the iconic Geiger Key Marina and Restaurant. Nestled on a generous 5,190 sq ft lot, this 1,310 sq ft mobile home offers direct canal access with a sturdy concrete seawall--ideal for swimming, fishing, kayaking, or simply soaking in the coastal lifestyle.The home is ready for renovations and personal touches. Whether you're

  Monique Thiel Sunshine State Realty Services

  256 Mars Ln, Key West, FL 33040
• 

  

  /14

  $299,000

  • Land

  27398 Jamaica Ln, Ramrod Key, FL 33042

  Great Location vacant lot with seawall and boat ramp. Minutes to Open Water. Just waiting for a perfect home. This is a great option to purchase 231 W. Indies Open Water Home and have great boating with this lot.Please look at MLS616482

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  27398 Jamaica Ln, Ramrod Key, FL 33042
• 

  

  /62

  $1,075,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,377 Sq Ft

  231 W Indies Dr, Summerland Key, FL 33042

  Welcome to your open-water paradise! This 3-bedroom, 2-bath home is all about embracing the Florida lifestyle. Wake up to breathtaking open-water sunrises while you sip coffee on your private balcony, then spend your afternoons lounging by the sparkling pool. The main level offers two comfortable bedrooms and a full bath -- perfect for family or guests -- while the entire second floor is your

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  231 W Indies Dr, Summerland Key, FL 33042
• 

  

  /49

  $910,000

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  813 Hawksbill Ln, Summerland Key, FL 33042

  Charming 2BR/2BA PLUS A LOFT, Keys home on Upper Sugarloaf, the perfect blend of comfort and waterfront living. Built on sturdy concrete pilings with Hardie board siding and a metal roof, this three-story retreat of island living. with GENERAC Generator. Inside, you'll find bright, cozy interiors with bamboo and ceramic tile floors and open living spaces for the relaxed Keys lifestyle. What truly

  Miguel Solis Douglas Elliman Florida, LLC - Sunset Drive

  813 Hawksbill Ln, Summerland Key, FL 33042
• 

  

  /6

  $550,000 Open Sun 1PM - 3PM

  • Land

  21865 Spain Blvd, Summerland Key, FL 33042

  Over TWO acres of pristine land with native plants winding roads, storage sheds, and grassy areas. Natural Ponds and native wildlife greet you as you explore and walk through this expansive property. Birds, deer, turtle and natural hammock make this a one of kind spot, perfect for enjoying the untouched way the keys used to be! This offering is LAND only, Please also see home at 21855 Spain Blvd

  Matthew Sheehan Ocean Sotheby's International Realty

  21865 Spain Blvd, Summerland Key, FL 33042
• 

  

  /43

  $1,165,000

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  22737 Blackbeard Ln, Cudjoe Key, FL 33042

  Welcome home to your coastal oasis! This stunning brand-new elevated home features three bedrooms, two bathrooms, with an open concept living room and kitchen plus a covered 10x30 porch. Additional features include impact resistance windows and doors, metal roof, Azek decking, powder coated aluminum railings, custom concrete dock (8x20) with a permitted 12,000 Ibs. boat lift with 298 sq. ft. of

  Terry Garcia Keller Williams Key West Compass Realty

  22737 Blackbeard Ln, Cudjoe Key, FL 33042
• 

  

  /49

  $938,000 Open Sun 9AM - 11AM

  • 2 Beds
  • 2 Baths
  • 1,124 Sq Ft

  3667 S Seas St, Big Pine Key, FL 33043

  ***Open House Sunday October 5th 9a - 11a*** Discover your dream waterfront residence in the Florida Keys! Constructed with superior CBS building methods, featuring concrete floors, beams, and decorative railings, this home promises enduring quality. A full concrete seawall and robust 10k lb. boatlift offer convenient access to local sandbars, snorkeling spots, dining venues, and exceptional

  Scott Brisson KeyIsle Realty

  3667 S Seas St, Big Pine Key, FL 33043
• 

  

  /18

  $849,000

  • 4 Beds
  • 2.5 Baths
  • 1,924 Sq Ft

  1433 Sunset Rd, Big Pine Key, FL 33043

  Great income producing CBS duplex in Big Pine Key. Good boating with direct access to Bogie Channel. Large lot with full seawall. Interior is cute and tidy and would be easy to rent or live in one side and generate extra income. Fully furnished.

  Cheryl Moses Action Keys Realty of the Lower FL Keys LLC

  1433 Sunset Rd, Big Pine Key, FL 33043
• 

  

  /3

  $60,000

  • Land

  Lot 10 Rainbow Beach, Big Torch Key, FL 33042

  Tier 1 lot available for ROGO Donation use only. This property cannot be built on and no RV use is permitted. The sale includes a ROGO Dedication Letter valued at 2 points, providing a valuable advantage in the Monroe County permit allocation system.

  Shanti Cope Coldwell Banker Schmitt Key Largo

  Lot 10 Rainbow Beach, Big Torch Key, FL 33042
• 

  /2

  $57,000

  • Land

  Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042

  This is a 2 point lot to be used toward a building permit in Monroe County. Add to your current ROGO application or use it when submitting a new ROGO application to Monroe County. Contact Monroe County Planning Department for specific details on how and when these points can be used.

  Pamela Stangler Expert Realty LLC

  Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042
• 

  /2

  $57,000

  • Land

  Lot 16 Treasure Chest Dr, Cudjoe Key, FL 33042

  This is a 2 point lot to be used toward a building permit in Monroe County. Add to your current ROGO application or use it when submitting a new ROGO application to Monroe County. Contact Monroe County Planning Department for specific details on how and when these points can be used.

  Pamela Stangler Expert Realty LLC

  Lot 16 Treasure Chest Dr, Cudjoe Key, FL 33042
• 

  

  /17

  $249,000

  • Land

  29859 Overseas Hwy Unit A-19, Big Pine Key, FL 33043

  Your Florida Keys getaway and make some money too. RV lot and RV is staying. Owner has had it on Airbnb and HomeAway with good reviews. At current income/expense it can pay for itself in 8 years. Brings in $40K+ numbers work unlike most in the Keys. Net approximately $31K + per year. Breezy Pines is a RV park located in Big Pine Key with club house, kitchen, laundry facilities, bathrooms with

  Rose Dell Keller Williams Key West Compass Realty

  29859 Overseas Hwy Unit A-19, Big Pine Key, FL 33043
• 

  

  /40

  $3,300,000

  • 5 Beds
  • 6 Baths
  • 3,568 Sq Ft

  6 Egret Ln, Key West, FL 33040

  This multifamily duplex-style home with a bonus suite has been gotten nothing but upgrades with each unit offering its own private living space, entrance, kitchen, laundry, and A/CKey Features: Waterfront Living: Over 80' of concrete seawall with an 8,000 lb boat lift provides easy access to the open water and Geiger Key Marina--perfect for boating enthusiasts! Electric Gated Entry: The

  Paul LaRochelle Century 21 Circle - Key West

  6 Egret Ln, Key West, FL 33040
• 

  

  /35

  $329,700

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  55 Boca Chica Rd Unit 56, Key West, FL 33040

  This charming 2-bedroom, 2-bath home offers an ideal opportunity to enjoy the laid-back Florida Keys lifestyle in a secure, affordable setting. Whether you're seeking a full-time residence or a vacation retreat, this fully furnished, turnkey property is ready for you to move in and start living the island dream. It comes complete with housewares, cookware, bedding, and an in-unit washer and dryer

  Dawn McComish Lokation Real Estate

  55 Boca Chica Rd Unit 56, Key West, FL 33040
• 

  

  /3

  $369,000

  • Land

  207 Venus Ln, Big Coppitt Key, FL 33040

  *****ROGO EXEMPT LOT *****Corner Lot on Swimming Canal - ROGO ExemptBuild your dream home on this 6,800+ sq ft corner lot on swimming canal . Located just 10 minutes from Key West, this ROGO-exempt lot allows you to start building immediately with letter in hand.

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  207 Venus Ln, Big Coppitt Key, FL 33040
• 

  

  /60

  $1,089,000

  • 3 Beds
  • 2 Baths
  • 1,346 Sq Ft

  29490 Ranger Ave, Big Pine Key, FL 33043

  Location, Location, Location is the Key to this 2018 canal front coastal property featuring open concept living with 3 bdrms, 2 full baths in Pine Channel Estates. A sought-after lower keys waterfront community. Master bdrm with en suite bath features dual shower heads and vanities plus a private screened in porch overlooking the canal. Buyers will relish the integrated design of the Connell

  Jennifer Sylvia Keller Williams Key West Compass Realty

  29490 Ranger Ave, Big Pine Key, FL 33043
• 

  

  /12

  $945,000 Open Sat 9AM - 11AM

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft

  321 Avenue E, Key West, FL 33040

  Do you need a 1031 Exchange? Come see this excellent investment duplex that is turn-key and minutes outside of Key West! Live in one unit while renting the other, or keep both rented for maximum income. Good opportunity for workforce housing! Each unit offers 2 bedrooms, 1 bath, with their own washer/dryers, utility/pantries, updated kitchens, central AC systems, 2 designated off-street parking

  Matthew Zelko Berkshire Hathaway HomeServices Knight & Gardner Realty

  321 Avenue E, Key West, FL 33040
• 

  

  /39

  $650,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042

  Welcome to this completely remodeled, direct canal front cottage located at 701 Spanish Main Dr in Cudjoe Key, FL. This beautiful property offers 2 bedrooms and 2 bathrooms within its 816 sq.ft. of finished living space. The home sits on a 2,568 sq.ft. lot, providing ample outdoor space for relaxing and entertaining. The property features a bright and airy interior with an open floor plan,

  Randal Longo Keys Realty Redefined LLC

  701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042
• 

  

  /53

  $949,000 Open Sat 10AM - 12PM

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft

  22852 John Silver Ln, Summerland Key, FL 33042

  Paradise Awaits on Cudjoe KeyDiscover 22852 John Silver Lane, a rare A-frame waterfront retreat in the peaceful Cutthroat Harbor Estates. This two-bedroom, two-bath home embodies the perfect balance of Keys character and modern comfort, wrapped in lush palms and native landscaping that create a true island sanctuary.Inside, soaring vaulted ceilings and impact-rated windows and doors fill the

  Matthew Sheehan Ocean Sotheby's International Realty

  22852 John Silver Ln, Summerland Key, FL 33042
• 

  

  /27

  $987,500

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft

  3962 No Name Rd, Big Pine Key, FL 33043

  Investment Opportunity! Waterfront duplex with 2BD|1BA on each side. Property features concrete block construction, full 70' concrete seawall, covered porch for both units, tile flooring, accordion shutters, separate utility/laundry room on each side, 2 central AC units and 2 electric meters. New Metal Roof within 2 years. Fenced yard with room to park your boat trailer. Excellent boating access

  Stacy Shahan Island Real Estate Company Florida Keys

  3962 No Name Rd, Big Pine Key, FL 33043
• 

  

  /47

  $589,900

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

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

  Oceanfront Paradise Awaits!Unit 510 in Venture OutExperience the epitome of waterfront Florida living in this charming two-bedroom, two-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home boasts:* Prime Canal front Location: Enjoy direct access to the water from your private 35 ft seawall.* Community Boat Ramp and boat washdown station.*

  Ian Calderwood Bluescape Real Estate

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

  

  /18

  $299,999

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft

  31036 Avenue H, Big Pine Key, FL 33043

  ROGO EXEMPT WITH SELLER FINANCING OPPORTUNITY!Nestled on a lush lot, this move-in ready 3-bedroom, 2 bath home is perfect for nature lovers, investors, or anyone seeking a tranquil Keys lifestyle. The open-concept kitchen and living area create a bright, welcoming space for gatherings, while recent renovations to the kitchen and bathrooms add modern comfort and style. Step outside and enjoy

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  31036 Avenue H, Big Pine Key, FL 33043
• 

  

  /44

  $4,449,000

  • 7 Beds
  • 7 Baths
  • 4,100 Sq Ft

  1557 Long Beach Dr, Big Pine Key, FL 33043

  1557 Long Beach Dr in Big Pine Key is more than a home, it's an opportunity to own one of the most unique properties in the Lower Keys. Set on a prime lot in the coveted Long Beach Estates, this CBS home has been upgraded with impact windows, a new metal roof, and a completely renovated kitchen. The property delivers what everyone wants but few can find: direct oceanfront with your own sandy

  Guillermo Fernandez Pini Real Estate

  1557 Long Beach Dr, Big Pine Key, FL 33043
• 

  

  /65

  $1,175,000

  • 4 Beds
  • 3 Baths
  • 2,448 Sq Ft

  165 Cutlass Ln, Summerland Key, FL 33042

  Discover Your Dream Waterfront Home in the Florida Keys! This stunning canal-front residence boasts 4 spacious bedrooms and 3 bathrooms. With 2,448 sq. ft. of thoughtfully laid-out living space, this home is perfect for accommodating large families and entertaining guests.Step onto the expansive covered balconies on both floors, where you can relax and take in the serene canal views. The generous

  Justyn Ewald Expert Realty LLC (HQ)

  165 Cutlass Ln, Summerland Key, FL 33042
• 

  

  /39

  $750,000

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  74 Pelican Ln, Big Pine Key, FL 33043

  Completely remodeled property, 2024 roof, new floors, termite treatment done 2025, fully furnished, with an excellent location 30 minutes from Key West, restaurants, schools, beaches, recreational centers and everything you need for a quiet and pleasant life, all close.And it also has a completely habitable game room with independent entrance.

  Yunior Molina My Realty Group, LLC.

  74 Pelican Ln, Big Pine Key, FL 33043
• 

  

  /38

  $779,000

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft

  22464 La Fitte Dr, Summerland Key, FL 33042

  Cudjoe Key Canal Front Living -- Newly renovated home with covered carport, custom master bath, real wood slim shaker cabinets, quartz countertops, and new appliances and A/C. Features impact doors/sliders, new floors, and fresh P-rock landscaping. Two open porches overlook a 60' canal for relaxing or entertaining. Permitted storage below is ideal for gear or tools. Yard is a blank slate--build

  Steven Koleno Beycome of Florida, LLC

  22464 La Fitte Dr, Summerland Key, FL 33042
• 

  

  /15

  $315,000

  • Land

  27345 Guadaloupe Ln, Ramrod Key, FL 33042

  Discover an exceptional canal-front lot that boasts direct bridge-free boating access, making it a fisherman's paradise and an ideal spot for your dream home. Nestled conveniently close to US 1 between Key West and Marathon, this location offers easy access to an array of restaurants, shopping, and mini golf--everything you need for the perfect Keys lifestyle. This Tier III lot is currently in

  Scott Brisson KeyIsle Realty

  27345 Guadaloupe Ln, Ramrod Key, FL 33042
• 

  

  /52

  $700,000

  • 3 Beds
  • 2 Baths
  • 1,076 Sq Ft

  31240 Avenue H, Big Pine Key, FL 33043

  Welcome to your slice of paradise in Big Pine Key! This beautifully updated 3-bedroom, 2-bath home offers move-in-ready comfort with thoughtful upgrades throughout. Step inside to a beautifully renovated kitchen complete with quartz countertops, soft-close cabinetry, and premium finishes. The home offers new luxury vinyl plank (LVP) flooring throughout, blending durability with coastal style. The

  Charity Coffman Brightwild Real Estate

  31240 Avenue H, Big Pine Key, FL 33043
• 

  

  /15

  $999,965

  • Land

  701 Spanish Main Dr Unit 369, 370, Cudjoe Key, FL 33042

  Boater's Paradise with Expansive Waterfront Views! Rare opportunity to own one of only three double lots in Venture Out on Cudjoe Key with unbeatable waterfront views and a newer 70-ft concrete seawall equipped with davits, bumpers, swim ladder, fish cleaning station, and upgraded dock posts and cleats--perfect for accommodating your large boats. Take advantage of the double buildable lot

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  701 Spanish Main Dr Unit 369, 370, Cudjoe Key, FL 33042
• 

  

  /25

  $349,000

  • 2 Beds
  • 1 Bath
  • 756 Sq Ft

  27944 Tarpon Terrace, Little Torch Key, FL 33042

  Don't miss this amazing opportunity to own a great piece of waterfront property on a clean plugged canal. Excellent for swimming, kayaking, paddle boarding, fishing and snorkeling in your own backyard. This well maintained updated home has stainless steel appliances with an ample amount of cabinets in the kitchen and a nice bright open living room. Just a few steps down the hall, is your comfy

  Tracy Shields KeyIsle Realty

  27944 Tarpon Terrace, Little Torch Key, FL 33042
• 

  

  /16

  $775,000

  • Land

  28597 Peg Leg Rd, Little Torch Key, FL 33042

  Vacant Land on Canal waiting on permit 41.5 points today for a 3809 sq.foot house with a roof top area. Permit number# SFDUP -2025-0096 Four-bedroom four-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. Open Water View. House Permit SF-DUP-2025-0111, 41.5

  Barbara Eads Barbara Eads Realty

  28597 Peg Leg Rd, Little Torch Key, FL 33042

Showing Results 81 - 120, Page 3 of 9