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Homes for Sale near Key West High School

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  • /55

    $1,750,000

    • 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
  • /36

    $1,199,000

    • 4 Beds
    • 1 Bath
    • 1,343 Sq Ft

    206 Truman Ave, Key West, FL 33040

    Step into timeless Key West charm at 206 Truman Avenue, a classic Conch cottage rooted in Key West's Bahama Village neighborhood soaked in tradition and nestled in the heart of Old Town. This historic residence effortlessly blends character and comfort, offering original architectural details, Dade County pine, and breezy porches that whisper stories of the island's rich past.Situated on a

    Matthew Sheehan Ocean Sotheby's International Realty

    206 Truman Ave, Key West, FL 33040
  • /19

    $1,275,000

    • 6 Beds
    • 5 Baths
    • 2,102 Sq Ft

    2007 Flagler Ave, Key West, FL 33040

    Discover a smart investment opportunity and a relaxed lifestyle right in Key West's Midtown. This actively leased duplex is ideally located, just steps from Key West High School and close to beaches, restaurants and postcard-worthy sunsets. With two spacious units, the property generates a robust monthly income of $9000, totaling approximately $108,000 annually.Whether you're an investor looking

    Stephanie Wise Keller Williams Key West Compass Realty

    2007 Flagler Ave, Key West, FL 33040
  • /11

    $549,000

    • 1 Bed
    • 1 Bath
    • 368 Sq Ft

    1318 Duncan St Unit 3, Key West, FL 33040

    Great opportunity to own your own home or have an excellent source of rental income. Currently the least expensive detached residence in Key West. This renovated one bedroom condo cottage overlooking the large communal pool is just one block to vibrant White St with its cafes and restaurants, gourmet food stores, galleries and yoga studios. A short walk or bike ride to the beaches and the heart

    Rob Severin Rob Severin Real Estate Co

    1318 Duncan St Unit 3, Key West, FL 33040
  • /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
  • /54

    $999,415

    • 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
  • /30

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,062 Sq Ft

    3930 S Roosevelt Blvd Unit E104, Key West, FL 33040

    Welcome to Las Salinas Unit E104 - a beautifully updated 3-bedroom, 2-bath condo offering a turnkey lifestyle in Key West. Recently painted and carefully maintained, this unit is move-in ready with no deferred maintenance to worry about. Furnishings are negotiable too, making it even easier to settle in and start enjoying island life right away. Inside, you'll find an open and airy floor plan

    Ted Stewart Truman & Co. (KW)

    3930 S Roosevelt Blvd Unit E104, Key West, FL 33040
  • /30

    $3,250,000

    • 4 Beds
    • 4 Baths
    • 3,019 Sq Ft

    27 Evergreen Ave, Key West, FL 33040

    Welcome to a spacious and beautiful 3,019 square foot, 4-bedroom, 3.5 bath canal-front home in Key Haven. This property offers a flexible floor plan, multiple gathering areas, and a comfortable layout for family living or entertaining. Enjoy direct boating access from your backyard canal and the convenience of a 60 ft dock. Upgrades include a new metal roof in 2019, new exterior paint in 2022,

    Maria Wilson Berkshire Hathaway HomeServices Knight & Gardner Realty

    27 Evergreen Ave, Key West, FL 33040
  • /16

    $265,000

    • Land

    5555 College Rd Unit 9, Key West, FL 33040

    Rare opportunity to own one or both deeded 40' boat slips with concrete floating docks located on the T-head of the Grouper Pier at Sunset Marina--Key West's premier deep-water facility. Slips Grouper 9 & 10 each accommodate up to 43' LOA with 6 ft draft at mean low tide making it ideal for a wide range of powerboats and sailboats. Buy individually or together for 80' of linear dockage, ideal for

    Maria Sanchez LoKation Real Estate

    5555 College Rd Unit 9, Key West, FL 33040
  • /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
  • /18

    $995,000

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    2928 Fogarty Ave, Key West, FL 33040

    Nestled in the serene Bay Manor neighborhood, this beautiful single-family home seamlessly blends comfort with tropical charm. The home boasts a master suite, complemented by 2 additional well-sized bedrooms and 2 full baths. Enjoy a kitchen featuring sleek granite counter tops. A large pantry/laundry room enhances functionality, while the expansive backyard offers ample space for entertaining

    Leah Jabour Keller Williams Key West Compass Realty

    2928 Fogarty Ave, Key West, FL 33040
  • /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
  • /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
  • /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
  • /9

    $199,500

    • Land

    Vacant Picard Ln, Cudjoe Key, FL 33042

    Waterfront vacant lot waiting for you: Build your dream home here! Located in the highly desireable Cutthroat Harbor Estates neighborhood. This is a fantastic opportunity to build your dream home,complete it with a boat dock to enjoy the Florida Keys Lifestyle. This property is situated on a quiet street with only 2 homes to pass by, and you're boat will be in the open water. It's off the beaten

    lee Sanders KeyIsle Realty

    Vacant Picard Ln, Cudjoe Key, FL 33042
  • /43

    $549,000

    • 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 a 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

    Francesca Santiago Keller Williams Realty Professionals (KW)

    30461 Poinciana Rd, Big Pine Key, FL 33043
  • /39

    $760,000

    • 2 Beds
    • 3 Baths
    • 900 Sq Ft

    18 Golf Club Dr, Key West, FL 33040

    Introducing this stunning new listing with the best lake view on the golf course, this meticulously maintained and updated 2-bedroom, 2 1/2-bathroom, 900 sqft townhome in Key West Golf Course community offers serene vistas of the 6th hole. Ideally positioned near the community entrance for easy access, this home features a host of impressive updates including a custom kitchen renovation, wood

    Solaris Gregory Expert Realty LLC (HQ)

    18 Golf Club Dr, Key West, FL 33040
  • /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
  • /4

    $1,595,000

    • Land

    1220-1222 Seminary St, Key West, FL 33040

    Prime Cleared Lot in X Flood Zone, one of Key West Higher Elevations and surrounded by Multi Million dollar homes.Price includes Plans and Permits for a three Bedroom, three and half bath, single level home with lap pool and off street parking. Located in one of Key West's most coveted neighborhoods, with easy access to Old Town, Sandy Beaches, Casa Marina District and a wide selection of

    Suzanne Moore Suzanne Moore Real Estate

    1220-1222 Seminary St, Key West, FL 33040
  • /63

    $7,500,000

    • 7 Beds
    • 9 Baths
    • 3,000 Sq Ft

    723 Eaton St, Key West, FL 33040

    Private Compound on Eaton and Peacon Lane | Old Town Key WestAn extraordinary property in the heart of Old Town, this rare compound is a masterclass in island living. Spanning from Eaton Street to Peacon Lane, the property includes four beautifully reimagined residences set behind lush, professionally designed tropical landscaping with gated entrances on both sides. Located just steps from the

    Kirksten Irick Preferred Properties (KW)

    723 Eaton St, Key West, FL 33040
  • /7

    $394,000

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft

    410 Avenue C, Key West, FL 33040

    Now priced to sell for just $394,000.Best priced single family home within 21 miles of Key West! With a new lower price & just 6 miles from Key West, the 50 x 100 lot offers an affordable opportunity for a complete renovation of the existing elevated 2 BR & 1 BA home or your development with a new modular home. The ground level offers a garage and storage. Located at Mile Marker 9 on Big Coppitt

    Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

    410 Avenue C, Key West, FL 33040
  • /22

    $900,000

    • 5 Beds
    • 3 Baths
    • 1,628 Sq Ft

    3608 Northside Dr, Key West, FL 33040

    This beautifully maintained home is perfectly situated in a desirable family-oriented neighborhood, just steps from Cozumel Park. Designed to accommodate families or multi-generational living, the property features a versatile layout: a 3-bedroom, 2-bathroom main house and a separate 2-bedroom, 1-bathroom mother-in-law suite with its own private entrance.Upgrades Include: new hurricane-impact

    Keys Team Bryant and Kat Expert Realty LLC (HQ)

    3608 Northside Dr, Key West, FL 33040
  • /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
  • /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
  • /13

    $1,899,000

    • 7 Beds
    • 6 Baths
    • 2,790 Sq Ft

    909 Grinnell St, Key West, FL 33040

    Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! That's less than $272K per unit! Plus, recently passed legislation benefits RE investors - just ask your tax expert. Prime location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes 7). Presently being used as:

    Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    909 Grinnell St, Key West, FL 33040
  • /16

    $6,000

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

    5051 Overseas Hwy, Key West, FL 33040

    *TIMESHARE - Own 1 Week Each Year * - 2/2 Villa - Sleeps Up to 6 Guests.Enjoy the comfort and convenience of a spacious two-bedroom, two-bathroom villa at Beach House Resort, where every building includes elevator access from the ground-floor garage. The resort features over 70 well-appointed residences and offers a host of amenities, including a zero-entry lagoon-style pool, whirlpool spa,

    Marla Sommers Coldwell Banker Realty

    5051 Overseas Hwy, Key West, FL 33040
  • /41

    $1,075,000 Open Sun 10AM - 12PM

    • 2 Beds
    • 2 Baths
    • 1,118 Sq Ft

    1606 Flagler Ave, Key West, FL 33040

    Step into effortless living with this thoughtfully renovated, single-story gem just moments from the beach. This 2-bedroom, 2-bathroom home is a showcase of smart design, quality materials, and stylish finishes throughout.The sleek, contemporary kitchen features top-tier appliances, a mobile island for flexible entertaining, and a built-in beverage bar -- perfect for entertaining. Natural light

    Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

    1606 Flagler Ave, Key West, FL 33040
  • /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
  • /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
  • /58

    $1,800,000

    • 4 Beds
    • 3 Baths
    • 1,943 Sq Ft

    408 William St, Key West, FL 33040

    Blending timeless character and modern comfort this home is nestled on one of Old Town's most coveted streets. Come discover this captivating home steeped in rich history. The kitchen has been thoughtfully redesigned with granite counters, new stainless-steel appliances & now has an open layout that enhances both function and flow. The Richard Roberts home, originally transported from Green

    Terri Spottswood Truman & Co. (KW)

    408 William St, Key West, FL 33040
  • /24

    $1,699,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 1,927 Sq Ft

    1515 Patricia St, Key West, FL 33040

    Located in the heart of Midtown Key West, this beautifully renovated 4-bedroom, 2-bathroom home offers over 1,900 sq. ft. of stylish living space on a spacious 6,400+ sq. ft. lot. Recently updated within the past two years, the home features a stunning chef's kitchen, hurricane-rated impact windows and doors, a new roof, a heated pool, and covered off-street parking. The open-concept layout is

    John Spottswood Truman & Co. (KW)

    1515 Patricia St, Key West, FL 33040
  • /27

    $1,950,000 Open Sun 10AM - 12PM

    • 3 Beds
    • 3 Baths
    • 1,672 Sq Ft

    1311 Atlantic Dr, Key West, FL 33040

    Midtown West Retreat - Elevated Island Elegance with Pool & PrivacyDiscover island living at its finest in this elevated TURNKEY 3BD/3BA single-family home, perfectly positioned in the desirable Midtown West neighborhood.Built in 2014, the home offers a smart layout with one bedroom and full bath on the main level--ideal for guests or flexible living--and two upstairs bedrooms, each with its own

    Elizabeth Chamberlain Truman & Co. (KW)

    1311 Atlantic 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
  • /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
  • /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
  • /39

    $769,000

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft

    2429 Linda Ave, Key West, FL 33040

    Quaint single-family home on nice sized lot (over 7,300 sq ft), situated on quiet street in Midtown Key West. Has some mature palms & other trees that were transplanted to the lot. Three bedrooms, two full baths, den & kitchen under barrel tiled roof with some vaulted ceilings. CBS construction boosts airport project doors & windows (with panel shutters). Has attached, CBS laundry / utility room

    Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    2429 Linda Ave, Key West, FL 33040
  • /48

    $3,700,000

    • 4 Beds
    • 5 Baths
    • 4,102 Sq Ft

    33 Cypress Ave, Key West, FL 33040

    Enjoy sweeping water views from this exceptional Key Haven home overlooking Cypress Lake. With 4 spacious bedrooms and 4.5 baths, the residence blends comfort and luxury in every detail. Built in 2007 with superior materials and craftsmanship, highlights include a standing seam copper roof, Saturnia stone, and hickory wood floors throughout.From the grand foyer, water views unfold throughout the

    Terri Spottswood Truman & Co. (KW)

    33 Cypress Ave, Key West, FL 33040
  • /20

    $275,000

    • Land

    1A Palm Dr, Other Florida, FL 33040

    ROGO Exempt waterfront lot on Saddlebunch Key is ready for you! At a mere 11 miles to Key West, this is a disappearing opportunity to build new. Ideally situated on a corner lot, it's just a short walk to Bay Point Park, Playground, and Waterside Park! Shop the Sugar Shark Market and Baby's Coffee for your morning joe and lunch-to-go before heading out for a day on the water in your watercraft

    Roger Cousineau Keller Williams Key West Compass Realty

    1A Palm Dr, Other Florida, FL 33040
  • /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
  • /22

    $719,000

    • 1 Bed
    • 2 Baths
    • 836 Sq Ft

    1209 Truman Ave Unit 2, Key West, FL 33040

    Charming Old Town Condo in the Heart of Key West! Don't miss this beautifully updated and move-in ready 1-bedroom condo perfectly situated in the vibrant White Street Gallery District. This charming residence offers easy, low-maintenance living in one of the most walkable and desirable neighborhoods of Old Town Key West.Step outside your front door and enjoy being just moments away from local

    Ellen Gvili Ocean Sotheby's International Realty

    1209 Truman Ave Unit 2, Key West, FL 33040

Showing Results 201 - 240, Page 6 of 17

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