Homes for Sale near Key West High School

• 

  

  

  /9

  $1,701,000

  • 8 Beds
  • 4 Baths
  • 3,200 Sq Ft

  1621 Josephine St, Key West, FL 33040

  Prime 2 duplexes, each a 2/1 up & 2/1 down for a total of 8 bedrooms, 4 baths. Each unit has a generous covered porch extending the living area to the outdoors. Behind and between the 2 buildings is vacant land, room for a pool or outdoor storage, etc. Off-street parking for 4 cars. There's a lovely specimen Buttonwood tree at the entry to the property. A good investment for owner occupancy and

  Jeffrey Dunaway Key West Realty, LLC (KW)

  1621 Josephine St, Key West, FL 33040
• 

  

  

  /20

  $5,319,000

  • 24 Beds
  • 12 Baths
  • 9,000 Sq Ft

  1819 Atlantic Blvd, Key West, FL 33040

  PRIME OPPORTUNITY! 1819 Atlantic Blvd, 1719/21 Josephine St, 1723/25 Josephine St, 1821 Atlantic Blvd & 1823 Atlantic Blvd. EMPLOYEE HOUSING, DEVELOPERS, CONDO CONVERSION! 3 FOURPLEXES 12 units offering 9,000 sq ft of Floor Living Area, and 2 vacant lots for a total of 23,340 sq ft of land. All 12 units are each a 2/1, for a total of 24 bedrooms and 12 baths. Buyer to verify with the governing

  Jeffrey Dunaway Key West Realty, LLC (KW)

  1819 Atlantic Blvd, Key West, FL 33040
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  /10

  $3,491,000

  • 16 Beds
  • 8 Baths
  • 6,000 Sq Ft

  1716 Bertha St, Key West, FL 33040

  EMPLOYEE HOUSING, DEVELOPERS, CONDO CONVERSION! 1714 Bertha St and 1716 Bertha St are two fourplexes with 16 bedrooms and 8 baths, 8 units of 2/1 each, comprising 6,000 sq ft of Floor Living Area on 8,755 sq ft of land, offered with the vacant lot adjacent to 1714 Bertha St, a bonus 5,765 sq ft lot comprising a total of 14,529 sq ft of land. Both buildings have new metal roofs as of 2024.

  Jeffrey Dunaway Key West Realty, LLC (KW)

  1716 Bertha St, Key West, FL 33040
• 

  

  

  /15

  $5,197,000

  • 10 Beds
  • 9 Baths
  • 7,193 Sq Ft

  1005 Flagler Ave, Key West, FL 33040

  INVESTORS, DEVELOPERS, CONDO CONVERSION--1005 FLAGLER AVE AND 1009 FLAGLER AVE--Two fourplexes in the highly desirable Casa Marina neighborhood on 18,371 sq ft of land, with 7,193 sq ft of Floor Living Area, for a total of 10 bedrooms and 9 baths. 1005 Flagler is 4 units, 3 of which are 1/1, ground floor unit #1 is a 3/2 with a courtyard. There's an on site coin laundry, as well as a garage and

  Jeffrey Dunaway Key West Realty, LLC (KW)

  1005 Flagler Ave, Key West, FL 33040
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  /47

  $3,999,000

  • 7 Beds
  • 7 Baths
  • 3,015 Sq Ft

  919 Thomas St Unit A,1-3, Key West, FL 33040

  This is the entire four-unit Lighthouse View Condominium Association. It is currently four lucrative long-term rentals. Enter thru the electric gate to a bricked courtyard with parking for several cars and many bicycles and access to a covered carport. The main residence is secluded in the rear with its own private heated pool, hot tub and expansive garden with brick terrace. A free-standing two

  Mabry Binnicker Preferred Properties (KW)

  919 Thomas St Unit A,1-3, Key West, FL 33040
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  /32

  $1,680,000

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  1211 Catherine St, Key West, FL 33040

  This charming historic home is located just steps off vibrant White St and close to the beach, tennis courts, pickle ball and a short walk to famous Duval St. It's close to the action but in a tranquil area of the White St District.This property has many great features such as 10ft high ceilings through out the entire home, abundance of large windows, open floor plan with spacious living area,

  Haydee Stewart Bascom Grooms Real Estate (KW)

  1211 Catherine St, Key West, FL 33040
• 

  

  /35

  $580,000

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  3210 Eagle Ave, Key West, FL 33040

  NEW LISTING! Welcome to Key West Estates, a charming family community ideally situated just a short bike ride from the beautiful beaches, vibrant Duval Street, delightful restaurants, the theater, and shopping centers. This peaceful neighborhood features light one-way traffic and no HOA fees, making it a perfect place to call home.Step inside to discover an inviting open floor plan that

  Bobby Baker Brightwild Real Estate

  3210 Eagle Ave, Key West, FL 33040
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  /64

  $4,250,000

  • 5 Beds
  • 7 Baths
  • 2,681 Sq Ft

  1311 Grinnell St, Key West, FL 33040

  This stunning home in Casa Marina is a complete restoration of the original historic structure. Just 5 blocks from Higgs Beach and 6 blocks from Duval Street this property has a large master bedroom and two guest bedrooms on the main floor all with private baths and their own entrances opening to over 900 square feet of wraparound porches. The wide entrance hallway has an additional 1/2 bath and

  Jennifer Newman Truman & Co. (KW)

  1311 Grinnell St, Key West, FL 33040
• 

  

  /20

  $1,750,000

  • 2 Beds
  • 1 Bath
  • 759 Sq Ft

  1020 Fleming St, Key West, FL 33040

  Discover your dream surfer's cottage on a tropical island! Built in 1918, this charming home still showcases elements of its historic architecture, blending timeless character with a unique coastal vibe. Located at 1020 Fleming Street in the Historic Seaport area of Old Town Key West, you'll be just a short walk from amazing restaurants, great bars, and some of the best fishing and diving

  Patrick Godsell Key West Luxury Real Estate Inc (KW)

  1020 Fleming St, Key West, FL 33040
• 

  

  /34

  $1,495,000

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  22822 John Silver Ln, Summerland Key, FL 33042

  Nestled in the serene and sought-after community of Cudjoe Key, this stunning Glen Gray Build two-story home offers the perfect blend of comfort, luxury, and coastal living. With three spacious bedrooms and two beautifully appointed bathrooms, this home is designed for both relaxation and entertaining, featuring exceptional outdoor spaces, waterfront access, and breathtaking ocean views.Key

  Karen Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

  22822 John Silver Ln, Summerland Key, FL 33042
• 

  

  /40

  $1,749,000

  • 3 Beds
  • 3 Baths
  • 1,897 Sq Ft

  1033 Catherine St, Key West, FL 33040

  Step into Key West history with a modern twist at the Kali Zoi House, a meticulously maintained gem nestled in lush tropical surroundings in Old Town Key West. Originally built in the early 1900s & updated in 1988, this fully furnished home offers nearly 1,900sqft of spacious living. Located near everything (Duval Street, beaches, etc.), this home combines historic charm with unbeatable

  Madeleine Lowe Expert Realty LLC (HQ)

  1033 Catherine St, Key West, FL 33040
• 

  

  /23

  $894,000

  • 2 Beds
  • 2 Baths
  • 1,469 Sq Ft

  1800 Atlantic Blvd Unit 217B, Key West, FL 33040

  New Price Reduction.Two bedroom two bath spacious condominium located in the highly desirable 'B' building at 1800 Atlantic. These units do not come on the market very often. Featuring an extra large floor plan with access to the spacious balcony from both bedrooms and the living room. Currently on an annual lease that expires August 15th 2025. The unit is being sold turn key. There is a demand

  Julia Besson Century 21 All Keys Inc (KW)

  1800 Atlantic Blvd Unit 217B, Key West, FL 33040
• 

  

  /31

  $875,000

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

  1901 S Roosevelt Blvd Unit 308N, Key West, FL 33040

  This spacious 3-bedroom, 2-bath condo at La Brisa offers breathtaking views of the serene salt ponds, providing a tranquil retreat while still offering convenient access to both Old Town and New Town Key West.Step into resort-style living with amenities that cater to relaxation and recreation. Take a dip in the sparkling pool, unwind in the spa and sauna, or enjoy a friendly match on the tennis

  Justyn Ewald Expert Realty LLC (HQ)

  1901 S Roosevelt Blvd Unit 308N, Key West, FL 33040
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  /36

  $1,200,000

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

  29185 Bougainvillea Ln, Big Pine Key, FL 33043

  This home has a lot to offer! Great home, great neighborhood, great lot! This home is situated on a 8,400 SF corner lot, with canal on two sides. Plenty of concrete seawall equipped with both a boat lift, and davits. There are no bridges to worry about getting under, and a short ride to the open water. The home has been recently updated, and there is plenty of room for people and fishing

  Christina Davis Coldwell Banker Schmitt RE Co. Lower Keys Office

  29185 Bougainvillea Ln, Big Pine Key, FL 33043
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  /33

  $1,649,500

  • 2 Beds
  • 4 Baths
  • 1,824 Sq Ft

  28 Seaside Ct S, Key West, FL 33040

  Discover the ultimate coastal retreat in this exquisite ocean view townhome, where luxury meets convenience in a serene gated environment. This three-level masterpiece exemplifies modern coastal living, with resilient construction designed to endure nature's elements while captivating the eye.Enjoy effortless movement throughout the home with a private elevator leading you to spacious living

  Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

  28 Seaside Ct S, Key West, FL 33040
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  /38

  $999,000

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

  29374 Saratoga Ave, Big Pine Key, FL 33043

  Experience tropical living at its finest with this tropical home! Just four houses in from the open water, this charming property features 2 bedrooms and 2 bathrooms, flooded with natural light and adorned with porcelain tile throughout.Step into updated tile bathrooms boasting frameless shower doors, and a remodeled kitchen with solid wood cabinets and granite countertops.Enjoy the tranquility

  Dawn McComish Lokation Real Estate

  29374 Saratoga Ave, Big Pine Key, FL 33043
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  /22

  $2,895,000

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

  1100 South St, Key West, FL 33040

  Located in the highly regarded Casa Marina neighborhood, this exceptional property offers a unique opportunity to own a piece of Key West history. Ernest Hemingway the iconic literary figure once called this house his Winter retreat during 1928 -1929, where he penned the timeless classic, 'A FAREWELL TO ARMS.'' This sprawling single story property spans an impressive 8100 square feet, occupying a

  Key West Luxury Finders Preferred Properties (KW)

  1100 South St, Key West, FL 33040
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  /11

  $449,000

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  25D 10th Ave, Stock Island, FL 33040

  Come share in the ''Key West'' address on ''up & coming'' Stock Island. Excellent opportunuty for a CASH BUYER! Just minutes from Key West proper, yet nestled in a tranquil area, with world-class dining, entertainment & beaches close at hand. Attractive price point in this charming mobile home on a generously sized corner lot with soft St. Augustine grass beneath your feet,. Plenty of room to

  Robin Mitchell Keller Williams Key West Compass Realty

  25D 10th Ave, Stock Island, FL 33040
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  /30

  $2,290,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 5 Baths
  • 2,376 Sq Ft

  1730 United St, Key West, FL 33040

  Exceptional newly built (2023) 4-bedroom, 4 1/2-bath home situated on a corner lot in Key West, featuring a large saltwater, heated pool and hot tub. This home offers a blend of luxury and practicality with highlights including: a corner lot location, soaring ceilings on both levels, crown molding, and a full ensuite bath in every bedroom. The open-concept first floor is perfect for entertaining,

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1730 United St, Key West, FL 33040
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  /26

  $980,000

  • 2 Beds
  • 2 Baths
  • 1,095 Sq Ft

  1312 Catherine St, Key West, FL 33040

  This charming duplex has much to offer. A great location, two very nice one bedroom, one bath units, each with their own entry and outdoor space and it's in move in condition. The first floor features a primary bedroom with Dade Pine walls and a large closet. The kitchen/living/dining area opens to the private exterior deck. Upstairs the 1/1 has high ceilings and natural light. It has a porch in

  Laura McChesney Preferred Properties (KW)

  1312 Catherine St, Key West, FL 33040
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  /25

  $2,295,000

  • 3 Beds
  • 3 Baths
  • 1,681 Sq Ft

  531 Frances St, Key West, FL 33040

  Welcome home to 531 Frances Street, located in the heart of old town Key West within walking distance to shops, restuarants, harbor walk and Duval. From the white picket fence to the wide front porch, this charming home is a classic. The first floor features an open floor plan with high ceilings and gorgeous natural light. The living room, dining and kitchen all open to the decked pool area. A

  Laura McChesney Preferred Properties (KW)

  531 Frances St, Key West, FL 33040
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  /2

  $49,950

  • Land
  • 0.19 Acre
  • $262,895 per Acre

  7 Lot, Lower Keys, FL 33042

  2 Point Lot with point letter in hand. Can purchase with MLS# A 11685133, which is another 2 point lot with letter in hand for 110,00 for both (total of 4 points). For lot dedication and points used to build on another dedicated lot in Monroe County. Call the Monroe County Planning Department for more details.

  Pamela Stangler Expert Realty LLC

  7 Lot, Lower Keys, FL 33042
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  /19

  $743,000

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  617 Fleming St Unit 6, Key West, FL 33040

  You can't beat this location, it's superb! This delightful 1/1 condo in the coveted Campbell Courtyard has a well-documented rental history as a monthly vacation rental. Secure and private, the Campbell Courtyard is a long-established small association of only 9 units. The front porch looks out to the pool. Offered fully furnished, this is a must see!

  Tyler Caudell Key West Realty, LLC (KW)

  617 Fleming St Unit 6, Key West, FL 33040
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  /3

  $96,000

  • Land

  Lot 7 Block 14, Cudjoe Key, FL 33042

  This listing is for the sale of this parcel as well as MLS# 612010 for a total of 135k. Both parcels are worth 2 points towards building in Monroe County. Total of 4 points for both parcels

  Pamela Stangler Expert Realty LLC

  Lot 7 Block 14, Cudjoe Key, FL 33042
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  /2

  $49,950

  • Land

  Lot 7 Block 14, Cudjoe Key, FL 33042

  2 Point Lot with point letter in hand. Can purchase with MLS# 612010, which is another 2 point lot with letter in hand for 135,00 for both (total of 4 points).

  Pamela Stangler Expert Realty LLC

  Lot 7 Block 14, Cudjoe Key, FL 33042
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  /53

  $1,079,000 Open Wed 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  29737 Newfound Blvd, Big Pine Key, FL 33043

  IT'S ALL ABOUT QUICK BOAT ACCESS AND VIEWS! Lower your boat into the extra wide, deepwater canal from the 10,000 lb. boat lift, and you're in open water in less than a minute. Turn right, you're heading for the Gulf, turn left and you're heading for the Atlantic. Need fuel? No problem! Fuel, ice and more are just 1/4 mile away up the 75-ft. wide canal at Triton Sea Center.Offering some of the

  Patti Nickless Coldwell Banker Schmitt RE Co. Lower Keys Office

  29737 Newfound Blvd, Big Pine Key, FL 33043
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  /5

  $349,000

  • 2 Beds
  • 1 Bath
  • 504 Sq Ft

  60 Ed Swift Rd, Key West, FL 33040

  Lowest Priced mobile home currently for sale in the KeyWest MLS from KW until you get all the way up to Baby's Coffee (at Bay Point) where you are NOT paying an Association! 1959 single wide trailer w/ a framed addition. You own the dirt. There is NO lot rent & there are NO Assocation fees. Has room for off street parking in front w/ small metal shed in back. Trailer being lived in but is prime

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  60 Ed Swift Rd, Key West, FL 33040
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  /47

  $2,195,000

  • 3 Beds
  • 4 Baths
  • 1,522 Sq Ft

  816 Ashe St, Key West, FL 33040

  This beautifully renovated conch home is a proud recipient of the 2024 Historic Florida Keys Foundation Preservation Award. Originally built in 1906, it has been meticulously restored from the ground up, essentially making it a brand-new property. The home features off-street parking, a heated/chilled pool, and comes fully furnished, offering a turnkey experience. Situated within walking distance

  Bascom Grooms Bascom Grooms Real Estate (KW)

  816 Ashe St, Key West, FL 33040
• 

  

  /21

  $4,999,000

  • 5 Beds
  • 6 Baths
  • 3,434 Sq Ft

  515 Amelia St, Key West, FL 33040

  Discover the charm of Casa Grande, a stunning TRANSIENT residence with a strong rental history. Nestled on a tranquil dead-end street, just one block from the vibrant Duval Street in Key West, this exceptional home offers off-street parking for two vehicles.Designed for entertaining, Casa Grande features an expansive open floor plan that seamlessly connects the spacious living room to the

  Jenny Perry Preferred Properties (KW)

  515 Amelia St, Key West, FL 33040
• 

  

  /21

  $1,150,000 Open Sat 10AM - 12PM

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft

  419 Blackbeard Rd, Summerland Key, FL 33042

  2 Bed, 2 Bath Home on Double Lot with Full Seawall & Prime Boating Access Nestled in the serene beauty of Little Torch Key, this 2-bedroom, 2-bathroom home offers the ultimate in waterfront living. Situated on a spacious double lot with a full seawall, you'll enjoy peace of mind, privacy, and easy access to some of the best boating in the Florida Keys. The outdoor area is perfect for relaxation

  Karen Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

  419 Blackbeard Rd, Summerland Key, FL 33042
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  /30

  $998,000

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft

  608 Roberts Ln, Key West, FL 33040

  OLD TOWN CONCH HOUSE on a lovely Lane tucked away but close to all of your favorite shops, cafes and Key West attractions! First time on the market in over 45 years! This historic home built by the Roberts Family is located on a quiet cul-de-sac lane in Old Town Key West. Tucked away and just off Frances St, 608 Roberts Lane (formerly known as Cates Lane as well as Darwin Court dates back to the

  Bascom Grooms Bascom Grooms Real Estate (KW)

  608 Roberts Ln, Key West, FL 33040
• 

  

  /17

  $499,000

  • Land

  Unlisted Address

  Rare Find! Three (contiguous) vacant lots with two ROGO Exemption Letters from Monroe County in hand. Ready for you to start building, already cleared and fenced. These are rectangular parcels, with no weird angles. Electricity, water & Municiple sewer already run down this road (but nothing active on these lots). 63 & 65 have abandoned FKAA water taps (meaning water meters were removed). Combine

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  Unlisted Address
• 

  

  /18

  $689,000

  • Land

  5950 Peninsular Ave Unit 674, Key West, FL 33040

  Florida Keys living beckons at this oceanfront marina community. Aptly named Oceanside Marina. Includes parking, dock-box, electric/water hookup as well as laundry/bath facilities. Docks received complete refurbishment in 2017. Adjacent hotel built in 2017 offers 6 pools, restaurant, dog park, hourly shuttles downtown, fuel dock, kayak tours, charter fishing. Live aboard your vessel or rent out

  Zachary Bentley Coastal Collection Real Estate Inc.

  5950 Peninsular Ave Unit 674, Key West, FL 33040
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  /59

  $4,300,000

  • 4 Beds
  • 5 Baths
  • 3,204 Sq Ft

  22 Floral Ave, Key West, FL 33040

  This 4b/4.5ba luxurious home boasts Gulf of Mexico & deep canal waterfront living in Key West. It includes hurricane shutters, impact windows, metal roof with solar panels, and automated blinds. Ample parking with 2 large garages & driveway for 3 cars. 1st floor has a Chef's kitchen, a dining room perfect for hosting parties, a luxurious master suite with walk-in custom closets and the en-suite

  22 Floral Ave, Key West, FL 33040
• 

  

  /18

  $249,000

  • Land

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

  Affordable RV lot with a 31 foot RV.. Which offers a one bedroom 1 bath, in the Florida Keys! Amenities include pool, shuffle board, club house and kitchen, picnic/grill area, laundry facility and bath house. Bike path in front of park leads to shopping center, restaurants and all the natural attractions of Big Pine Key. Great rental investment!

  Karen Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

  29859 Overseas Hwy Unit A-19, Big Pine Key, FL 33043
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  /63

  $2,670,000

  • 3 Beds
  • 3 Baths
  • 2,486 Sq Ft

  30468 Oleander Blvd, Big Pine Key, FL 33043

  THE LAID-BACK LOWER KEYS ARE CALLING YOU ... experience life at a slower pace on this .81 acre open water estate with a 2-bedroom, 2-bath main house as well as a 1-bedroom, 1-bath guest cottage overlooking Bogie Channel. Entertain in the large, poolside tiki or on the covered platform at the end of the 463 ft. pier where family and friends can relax as they watch the sunset after a fun day on

  Patti Nickless Coldwell Banker Schmitt RE Co. Lower Keys Office

  30468 Oleander Blvd, Big Pine Key, FL 33043
• 

  

  /21

  $620,000

  • 1 Bed
  • 1 Bath
  • 610 Sq Ft

  1402 Olivia St Unit 2, Key West, FL 33040

  Motivated Seller! Bring all offers. Charming little hide-away in the beautiful and sought-after Meadows neighborhood of Key West. Lovely french doors welcome you in from the shared second story deck. This cozy one bedroom unit has everything you'll need including an updated kitchen with granite, stone and stainless steel. Gorgeous mosaic tile in the bathroom as well as a custom glass shower

  1402 Olivia St Unit 2, Key West, FL 33040
• 

  

  /42

  $1,299,000

  • 3 Beds
  • 2 Baths
  • 2,081 Sq Ft

  27038 Angelfish Rd, Summerland Key, FL 33042

  **Stunning 3-Bedroom, 2-Bath Home on 15,000 Sq Ft Lot with Resort-Style Pool and Spa**Welcome to your dream home! This spacious 3-bedroom, 2-bathroom property offers everything you need for comfortable living and entertaining. Nestled on a generous 15,000 sq ft lot, you'll enjoy plenty of space both indoors and outdoors. The centerpiece of this property is the luxurious resort-style pool with a

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

  27038 Angelfish Rd, Summerland Key, FL 33042
• 

  

  /56

  $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 the

  Mariana Zaleska-Montadas Berkshire Hathaway HomeServices Keys Real Estate

  481 E Shore Dr, Summerland Key, FL 33042
• 

  

  /17

  $550,000

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  30375 Oleander Blvd, Big Pine Key, FL 33043

  NEW PRICE! Owner occupied 2 bedroom CBS home boasts a NEW Roof, New Control Panel, tile floors throughout and freshly painted walls, creating a clean and modern ambiance. The kitchen features brand new appliances, including a fridge, microwave, & oven. A spacious 10 x 20 screened porch offers the perfect spot to enjoy the outdoors, whether you're sipping your morning coffee or relaxing in the

  Peter Geary Bascom Grooms Real Estate (KW)

  30375 Oleander Blvd, Big Pine Key, FL 33043

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