Homes for Sale near Key West High School

• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /50

  $979,900

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

  1611 Josephine St, Key West, FL 33040

  Exquisite 3-Level Midtown Key West Townhome. Close to Everything! Welcome to your private island get away in the heart of Midtown Key West, just two blocks from Higgs Beach, 10 min walk to Smathers Beach & less than a mile from the iconic Duval Street. This meticulously upgraded 2-bedroom, 2.5-bath, 3-level town home spans 1,152 sq. ft. and boasts a split floor plan with en-suite bathrooms for

  Stephen Hachey

  1611 Josephine St, Key West, FL 33040
• 

  

  

  /51

  $3,399,000

  • 4 Beds
  • 3 Baths
  • 1,734 Sq Ft

  1501 White St, Key West, FL 33040

  Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Guest Retreat located near by Casa Marina and steps from Old Town. Welcome to your own private tropical compound just blocks from the beach, tennis and pickleball courts, and the iconic White Street Pier where you're perfectly positioned for sunrise strolls, sunset views, and everything in between. Nestled on a lush corner lot

  Miriam Novotny Compass Florida, LLC

  1501 White St, 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
• 

  

  /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
• 

  

  /27

  $2,350,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 3 Baths
  • 1,325 Sq Ft

  115 Front St Unit 101, Key West, FL 33040

  Prior to the development of Truman Annex which was a notable Naval base located in the center of Key West, now has many upscale homes and condos. This newly renovated 3-bedroom, 3-bathroom residence blends historic charm with cutting-edge contemporary design by interior designer David Smith.Step inside to soaring open ceilings with exposed ductwork and striking geometric lighting. Smart home

  Key West Luxury Finders Preferred Properties (KW)

  115 Front St Unit 101, Key West, FL 33040
• 

  

  /65

  $1,099,000

  • 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
• 

  

  /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
• 

  

  /22

  $505,000

  • 2 Beds
  • 2 Baths
  • 808 Sq Ft

  3930 S Roosevelt Blvd Unit 208N, Key West, FL 33040

  Nice 2-bedroom, 2-bath condominium in the desirable Las Salinas community of Key West. Designed for comfort and style, this residence features a kitchen with granite countertops and stainless steel appliances. Floor-to-ceiling mirrors enhance the natural light, while oversized double closets in both bedrooms and an exterior storage locker provide ample storage. Enjoy your morning coffee with

  Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  3930 S Roosevelt Blvd Unit 208N, Key West, FL 33040
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  /39

  $730,000

  • 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
• 

  

  /25

  $1,149,000

  • 3 Beds
  • 3 Baths
  • 1,740 Sq Ft

  1210 Virginia St, Key West, FL 33040

  Currently this is a two-story duplex in the popular Bayview Park neighborhood in Old Town. It could be converted back to the original single-family home. There are a total of three bedrooms and 2.5 baths. As currently configured, the first floor has 2 bedrooms,1.5 baths and features 9.5-foot ceilings, doors with transom windows, and hardwood floors. French doors open to the rear yard and porch.

  The Behmke Group Keller Williams Key West Compass Realty

  1210 Virginia St, Key West, FL 33040
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  /33

  $1,995,000

  • 4 Beds
  • 3 Baths
  • 2,423 Sq Ft

  1516 17th Terrace, Key West, FL 33040

  Stunning in Sunrise Shores! Discover this corner property situated on a spacious lot exceeding 13,000 sq ft. The main residence boasts over 1,783 sq ft of living space, complemented by a guest cottage of 640 sq ft. This well-maintained property has been lovingly cared for by the owners.Main Home Features:Three Bedrooms and Two BathroomsThoughtful layout featuring:A generous family room A large

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1516 17th Terrace, Key West, FL 33040
• 

  

  /15

  $303,000

  • 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
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  /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
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  /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
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  /29

  $615,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 107 B, Key West, FL 33040

  Discover resort-style living at Key West By The Sea! This ground-floor 1BR/1BA condo features a bright living space that opens to your private patio with pool views. The gated 8-acre community offers unbeatable amenities including two swimming pools (one heated), tennis courts, shuffleboard, a clubhouse, and tropical landscaped grounds. Perfectly located directly across from Smathers Beach, enjoy

  Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  2601 S Roosevelt Blvd Unit 107 B, Key West, FL 33040
• 

  

  /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
• 

  

  /15

  $839,000

  • Land

  1920 Patterson Ave, Key West, FL 33040

  Primed and Cleared Vacant lot ready for a New build - Excellent Midtown Location with easy access to downtown, excellent schools and New Town Shopping and Restaurants.Property used to have a structure so this has been approved by the city to build a single family and the Build Back letter is available upon request.Concrete wall surrounds entire property.Utility City Easement to the rear.Container

  Suzanne Moore Suzanne Moore Real Estate

  1920 Patterson Ave, Key West, FL 33040
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  /46

  $1,115,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,156 Sq Ft

  713 Emma St Unit 1, Key West, FL 33040

  This exquisite unit at 713 Emma St #1 in Key West, FL, offers an exceptional blend of modern luxury and prime location, making it an ideal residence for those seeking the best of island living. Situated just a short stroll from the bustling Duval Street, residents have effortless access to an array of vibrant restaurants, lively nightlife, boutique shopping, and cultural attractions, all within

  Paul Brooks Compass Florida, LLC

  713 Emma St Unit 1, Key West, FL 33040
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  /37

  $860,000

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft

  3365 Flagler Ave, Key West, FL 33040

  Welcome to 3365 Flagler Avenue, a beautifully updated and meticulously maintained 2 bed, 2 bath townhome in the Villas of Key West. Built of solid CBS construction and spanning 1,339 square feet, this two-story home is located above flood, has off-street parking and no HOA fees.The interior features a bright, open floor plan with Saltillo tile floors, updated lighting, and smart home

  Becky Newman Better Homes and Gardens Real Estate Destinations

  3365 Flagler Ave, Key West, FL 33040
• 

  

  /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
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  /12

  $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 received ROGO Exemption from Monroe County Planning Department. May be able to show with short notice. Concrete seawall, in place. Open space across the street with community pavillion.

  Darlene Thomas Beach Club Brokers (KW)

  290 Leo Ln, Key West, FL 33040
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  /26

  $1,595,000

  • 2 Beds
  • 2 Baths
  • 1,558 Sq Ft

  5601 College Rd Unit A201, Key West, FL 33040

  Welcome to Sunset Marina, a prestigious gated condominium community known for its breathtaking sunset views. This rare corner unit offers 1,558 sq. ft. of well-designed living space, featuring 2 bedrooms and 2 bathrooms with sweeping views of both the Gulf and marina.The expansive living and dining area is enhanced by a built-in bar with a mini-fridge and mirrored shelving, while sliding glass

  Key West Luxury Finders Preferred Properties (KW)

  5601 College Rd Unit A201, Key West, FL 33040
• 

  

  /35

  $715,000

  • 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
• 

  

  /22

  $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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  /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
• 

  

  /45

  $1,295,000

  • 3 Beds
  • 2 Baths
  • 1,437 Sq Ft

  17144 Coral Dr, Summerland Key, FL 33042

  Located in prestigious Sugarloaf Shores, a coastal community of waterfront homes just 15 miles from the magic of Key West. As you enter the 3-bedroom, 2-bath home, a massive Great Room with a cathedral ceiling will greet you, highlighted by remodeled cabinetry, kitchen, and stainless steel appliances, including a gas range, where friends and family can gather. Enjoy the full-length porch

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

  17144 Coral Dr, Summerland Key, FL 33042
• 

  

  /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
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  /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
• 

  

  /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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  /32

  $3,499,000

  • 3 Beds
  • 3 Baths
  • 1,872 Sq Ft

  1405 United St, Key West, FL 33040

  Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage.Come and explore these three (3) contiguous, separate lots that all have the City of Key West's,

  Bobby Coe RE/MAX Keys Connection (KW)

  1405 United St, Key West, FL 33040
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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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  /62

  $2,495,000 Open Fri 12PM - 3PM

  • 4 Beds
  • 4 Baths
  • 2,799 Sq Ft

  1508 Johnson St, Key West, FL 33040

  Invest in the future with this elegant and eco-friendly property. Featuring a fully-integrated solar system and under ground propane gas tank, the home can run off-the grid for several weeks, providing comfort and peace of mind year round. This exceptional one level home features expansive impact windows and sliding glass doors, seamlessly blending indoor and outdoor spaces. The fully-equipped

  Everett Watkins Keller Williams Key West Compass Realty

  1508 Johnson St, Key West, FL 33040
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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
• 

  

  /68

  $998,755

  • 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
• 

  

  /18

  $1,399,900

  • 2 Beds
  • 3 Baths
  • 1,386 Sq Ft

  1317 Newton St, Key West, FL 33040

  Step into island living with this beautifully updated home in one of Key West's most desirable neighborhoods. Recently painted inside and out, this cottage features stainless-steel appliances, gleaming granite countertops in the kitchen and bathrooms, and stylishly updated tile work. The sun-drenched great room opens through French doors to your private backyard oasis with a sparkling pool and

  Terri Spottswood Truman & Co. (KW)

  1317 Newton St, Key West, FL 33040
• 

  

  /30

  $365,000

  • 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
• 

  

  /54

  $2,585,000

  • 4 Beds
  • 3 Baths
  • 1,957 Sq Ft

  13 Arbutus Dr, Key West, FL 33040

  Welcome to 13 Arbutus Drive, an exceptional waterfront residence located in the coveted Key Haven community--just minutes from vibrant Key West, yet worlds away in peace and privacy. This beautifully maintained home offers the ideal blend of indoor-outdoor living with expansive canal views, deepwater boating access, and luxury finishes throughout, with all impact windows and doors.Bathed in

  Bobby Coe RE/MAX Keys Connection (KW)

  13 Arbutus Dr, Key West, FL 33040

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