784

Homes for Sale near Key West High School

Section Image Section Image
  • /55

    $2,859,000

    $40K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,286 Sq Ft

    814 Ashe St, Key West, FL 33040

    Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends the timeless character of classic Key West architecture with the comfort and convenience of modern construction. Ideally located just a short stroll from shops, restaurants, bars, and the world-famous Duval Street, this home offers the best of island living. Step inside to a bright, open-concept main living space with a

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (866) 972-3334

    814 Ashe St, Key West, FL 33040
  • /62

    $5,200,000

    • 4 Beds
    • 3.5 Baths
    • 2,660 Sq Ft

    17013 Coral Dr, Sugarloaf Key, FL 33042

    Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 Bed, 3.5 Bath modern coastal showpiece is surrounded by glistening water and enjoys Keys famous sunset views over Sugarloaf Sound.Fully renovated with premium craftsmanship, the home features a standing seam metal roof, PGT

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt RE Co.

    (866) 531-8155

    17013 Coral Dr, Sugarloaf Key, FL 33042
  • /72

    $3,899,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,096 Sq Ft

    17015 Wahoo Ln W, Sugarloaf Key, FL 33042

    Positioned on a rare west facing point lot with 270 ft of sparkling open water frontage on Sugarloaf Sound, this fully reimagined 3 Bedroom 3 Bathroom estate captures breathtaking sunset views across endless turquoise waters. Privately set on a gated 17,000 SF lot, the property lives like a private island compound framed by swaying palms, lush tropical landscaping, and the endless blue waters of

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (833) 754-7970

    17015 Wahoo Ln W, Sugarloaf Key, FL 33042
  • /45

    $2,499,000

    $300K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,124 Sq Ft

    156 Sea Ln, Key West, FL 33040

    Welcome to 156 Sea Lane, a residence that stands as a testament to architectural integrity and the vibrant history of the Florida Keys. This home was conceived and brought to life by its original owner, the legendary Reese Palley, who envisioned a sanctuary that combined the permanence of a fortress with the soul of an adventurer. Unlike the standard construction found throughout the islands, 156

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (855) 361-0652

    156 Sea Ln, Key West, FL 33040
  • /66

    $26,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040

    Penthouse, top floor, end unit! Experience premium waterfront ownership with this deeded timeshare in the highly coveted building at the Galleon Resort. This unit delivers a truly unforgettable Key West sunset experience, among the finest views in Key West. The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    (645) 233-3593

    617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040
  • /70

    $49,900

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

    617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lock door unit - where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café--everything you need for a

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    (855) 450-7168

    617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040
  • /38

    $630,000

    • 2 Beds
    • 1.5 Baths
    • 871 Sq Ft

    1 Spoonbill Way, Key West, FL 33040

    1 Spoonbill Way, Key West, FL -- Lowest Price Per Square Foot of Any 2-Bedroom Townhome in the Key West Golf Club1 Spoonbill Way is the largest 2-bedroom, 1.5-bath townhome currently listed in the Key West Golf Club -- 871 verified square feet against the standard 780 -- and at $723 per square foot, the lowest-priced per foot in its category. More home, better math.One owner since new,

    Agent Photo

    Dustan Carpenter

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (645) 225-2776

    1 Spoonbill Way, Key West, FL 33040
  • /58

    $32,500

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

    617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040

    Top floor Penthouse end unit! Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort.The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 230-1832

    617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040
  • /68

    $65,000

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040

    Experience elevated waterfront ownership with this deeded timeshare in the highly desirable Building C at the Galleon Resort. This penthouse end-corner unit boasts one of the most sought-after spots in the resort, showcasing unobstructed, head-on views of the Gulf of Mexico.The residence features vaulted ceilings, extra windows for enhanced natural light, and multiple balconies designed to

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    (645) 231-4457

    617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040
  • /58

    $49,900

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

    617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lockout unit deeded timeshare week 46- where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (833) 427-4068

    617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040
  • /66

    $32,500

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

    617 Front St Unit B-51 Penthouse Week, Key West, FL 33040

    Top floor unit! Experience premium waterfront ownership with this deeded timeshare in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort.The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard vessels and iconic pirate

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    (645) 231-3562

    617 Front St Unit B-51 Penthouse Week, Key West, FL 33040
  • /68

    $37,500

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

    617 Front St Unit B-24 Week 45, Key West, FL 33040

    Experience deeded ownership of the same week, each year (Week 45) at the highly desirable Galleon Resort with this premier timeshare opportunity. This unit showcases a wonderful location and some of the most spectacular sunsets in all of Key West.Filled with natural light, the residence also features a private balcony perfectly positioned to capture the stunning waterfront scenery above the

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    (645) 230-4415

    617 Front St Unit B-24 Week 45, Key West, FL 33040
  • /44

    $65,000

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit C-54 Penthouse Wk 36, Key West, FL 33040

    Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted Building C at the Galleon Resort. This PENTHOUSE, end-corner unit offers one of the most desirable locations in the resort, featuring unobstructed, straight-on views of the Gulf of Mexico. The residence boasts soaring vaulted ceilings, additional windows for abundant natural light, and multiple

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 236-8896

    617 Front St Unit C-54 Penthouse Wk 36, Key West, FL 33040
  • /70

    $3,399,000

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

    21090 5th Ave, Cudjoe Key, FL 33042

    Welcome to a refined waterfront pool home in the highly desirable Cudjoe Gardens neighborhood, where luxury meets laid-back island living. Located on a corner canal with 235' of waterfront this home is designed with life on the water in mind. Featuring two boat lifts, 15,000 lb and 12,000 lb, providing flexibility for multiple vessels along with a 2-car Garage for additional storage for all of

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (866) 401-6074

    21090 5th Ave, Cudjoe Key, FL 33042
  • /57

    $2,200,000

    • 3 Beds
    • 2 Baths
    • 1,804 Sq Ft

    1631 Sunrise Dr, Big Pine Key, FL 33043

    Experience the pinnacle of Florida Keys waterfront living in this newly constructed (2023) open water home on Big Pine Key. Perfectly positioned to capture breathtaking sunrise views, this CBS-built residence offers a seamless blend of modern coastal design, durability, and effortless indoor-outdoor living. Spanning 1,834 square feet, the home features 3 Bedrooms and 2 Bathrooms, thoughtfully

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (866) 828-4958

    1631 Sunrise Dr, Big Pine Key, FL 33043
  • /37

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    91 Sirius Ln, Key West, FL 33040

    Welcome to 91 Sirius Lane, a beautifully remodeled canal-front retreat in the heart of Geiger Key's sought-after Tamarac Park, an established boating community just 15 miles outside of Key West. This 2-bedroom + bonus Den/3rd Bedroom and Florida Room, 2 Bath home offers 1,404 sq ft of updated living space on a 5,850 sq ft lot with 45 feet of concrete dockage. Boaters will love the fantastic deep

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (855) 699-2986

    91 Sirius Ln, Key West, FL 33040
  • /60

    $4,195,000

    $100K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 2,681 Sq Ft

    1311 Grinnell St, Key West, FL 33040

    New Construction & Furnished in Key West. Experience timeless Key West charm blended with modern luxury in this stunning property, re-built completely to the historic standard of the original home. Located in the highly sought-after Casa Marina neighborhood just five blocks from Higgs Beach and six blocks from Duval Street, this residence offers the ideal balance of privacy and proximity to all

    Agent Photo

    Jennifer Newman

    Truman & Co. (KW)

    (645) 230-0716

    1311 Grinnell St, Key West, FL 33040
  • /36

    $750,000

    • Land
    • 9.26 Acres
    • $80,995 per Acre

    0 Niles Rd, Summerland Key, FL 33042

    Discover the perfect opportunity to build your dream home in the Lower Keys on this desirable parcel located on Summerland Key, FL. Set within a peaceful residential neighborhood, this property offers an inviting blend of tranquility and convenience—just minutes from US-1, local marinas, boat ramps, dining, beaches, and world-class fishing. Enjoy the relaxed island lifestyle, tropical breezes,

    Agent Photo

    Javier Santana

    Sunland Real Estate, LLC.

    (786) 504-0768

    0 Niles Rd, Summerland Key, FL 33042
  • /58

    $1,295,000

    $200K PRICE DROP
    • 2 Beds
    • 3 Baths
    • 1,888 Sq Ft

    77 Seaside North Ct, Key West, FL 33040

    Discover relaxed coastal living in this three-level townhome located within the gated Seaside Residence community—an incredible opportunity to own in a sought-after resort-style setting. Designed for ease and functionality, the home features a private elevator serving all floors, a spacious garage, and an inviting layout well suited for full-time living or a seasonal retreat. The ground level

    Agent Photo

    Miriam Novotny

    Compass Florida, LLC

    (786) 418-5474

    77 Seaside North Ct, Key West, FL 33040
  • /16

    $549,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 424, Cudjoe Key, FL 33042

    Canal-front Paradise Awaits! Incredible view from your back deck!Unit 424 in Venture Out.Experience the epitome of waterfront Florida Keys 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 17 ft

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate- Venture

    (645) 229-8076

    701 Spanish Main Dr Unit 424, Cudjoe Key, FL 33042
  • /52

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,530 Sq Ft

    29534 Geraldine St, Big Pine Key, FL 33043

    Turnkey and move-in ready, this exceptional waterfront home is being offered fully furnished--including furniture, dishes, cookware, and linens--so you can start enjoying the Florida Keys lifestyle from day one. Situated on an oversized 18,000 sq. ft. double lot with 150' of canal frontage in a quiet, peaceful Big Pine Key boating community, this solid concrete 3BD/2BA home features a desirable

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    (844) 697-1109

    29534 Geraldine St, Big Pine Key, FL 33043
  • /51

    $2,499,000

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    27348 Dominica Ln, Ramrod Key, FL 33042

    Welcome to your waterfront retreat on Ramrod Key, where beautiful open water views, quick ocean access, and exceptional outdoor living create the ultimate Florida Keys lifestyle. Built by renowned Tom Ryan in 2007, this well-maintained 3-bedroom, 2-bath home is designed for both relaxation and adventure. Step inside to a bright, open-concept living area featuring a spacious kitchen with ample

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (645) 238-7522

    27348 Dominica Ln, Ramrod Key, FL 33042
  • /52

    $1,899,000

    • 2 Beds
    • 2.5 Baths
    • 1,717 Sq Ft

    1513 Pine St, Key West, FL 33040

    Located on a corner lot in the highly sought-after Meadows neighborhood, this beautifully crafted Key West home offers exceptional design, privacy, and outdoor living. Built new in 2008 with top-of-the-line materials and superior craftsmanship, the residence features 2 bedrooms, 2.5 baths, and dramatic architectural details throughout.Upon entry, you are welcomed by soaring 11-foot ceilings and

    Agent Photo

    Jennifer Newman

    Truman & Co. (KW)

    (645) 225-2715

    1513 Pine St, Key West, FL 33040
  • /30

    $1,159,000

    $140K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,274 Sq Ft

    2809 Flagler Ave, Key West, FL 33040

    Welcome to 2809 Flagler Ave, a beautifully updated residence that seamlessly blends classic charm with modern convenience. Originally built in 1953, this home has been enhanced with a thoughtfully designed two stories new addition in 2002 increasing both its space and functionality. The interior of the home is adorned with stunning 3/4 inch red oak flooring, providing a durable and elegant finish

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    (645) 238-1785

    2809 Flagler Ave, Key West, FL 33040
  • /16

    $1,150,000

    $150K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft

    715 Caribbean Dr E, Summerland Key, FL 33042

    Experience the ultimate Florida Keys lifestyle at 715 Caribbean Drive East in Summerland Key. Located in a desirable boating and aviation community, this property offers rare access to a private neighborhood airstrip, ideal for pilots and aviation enthusiasts. Designed for boaters, the home features a 60-foot dock and a 15,000-lb boat lift, providing easy access to open water, nearby sandbars,

    Agent Photo

    Christina Davis

    Coldwell Banker Schmitt RE Co.

    (844) 920-0831

    715 Caribbean Dr E, Summerland Key, FL 33042
  • /45

    $849,000

    • 3 Beds
    • 2 Baths
    • 1,980 Sq Ft

    30937 Baileys Ln, Big Pine Key, FL 33043

    Whether you enjoy fishing and diving or prefer kayaking and paddle boarding through the beautiful waters of the Lower Keys, this updated 'Old Keys' home offers the perfect base for quick access to Bogie Channel, the Atlantic, and the backcountry. Situated on a 50' x 100' lot, the 2-story, single-family residence features a cut-in boat slip with a boat lift beneath the expansive great room, along

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    (866) 810-8945

    30937 Baileys Ln, Big Pine Key, FL 33043
  • /52

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,221 Sq Ft

    2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040

    Thoughtfully reimagined from its deeded 3-bedroom layout into a spacious 2-bedroom, 2-bath residence with entertaining and laundry space with the option to easily convert back to a 3-bedroom, this beautifully updated home blends style, comfort, and functionality. The fully renovated kitchen features soft-close cabinetry, granite countertops, and stainless steel appliances. Imported porcelain

    Agent Photo

    Natallie Liz

    Expert Realty LLC (HQ)

    (786) 761-8130

    2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040
  • /73

    $5,995,000

    • 3 Beds
    • 3 Baths
    • 1,927 Sq Ft

    293 Sunset Key Dr, Key West, FL 33040

    Experience the best of both worlds at this stunning residence on the exclusive 27-acre island of Sunset Key. Located approximately 500 yards offshore, you'll enjoy complete privacy while just a 5-minute private ferry ride from world-class dining, shopping, galleries, and nightlife. Featuring 3 beds, 3 baths, and a private pool, this waterfront home is designed to embrace water views from

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (866) 505-4981

    293 Sunset Key Dr, Key West, FL 33040
  • /44

    $279,900

    • 1 Bed
    • 1 Bath
    • 681 Sq Ft

    55 Boca Chica Rd Unit 68, Key West, FL 33040

    Charming unit, bright, cheery and spacious. Corner lot with large concrete patio and space for parking. One Bedroom and One Bath and a side addition that serves as a Florida Room/Living room. 9x10 feet workshop/shed that looks like little house, high ceilings and very neat. This community is very special, it is close to Key West and residents are jovial and friendly. There is a library and

    Agent Photo

    Margarita Villoch

    Island Group Realty (KW)

    (786) 957-8179

    55 Boca Chica Rd Unit 68, Key West, FL 33040
  • /12

    $735,000

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 745 Sq Ft

    906 Truman Ave Unit 1, Key West, FL 33040

    This performing vacation rental sold as shown is a beautiful property which exudes a sense of warmth and character from the moment you set eyes on it. As you approach the home, you are greeted by a picturesque facade that captures the essence of Key West architecture. The vibrant colors and tropical landscaping create a welcoming atmosphere that invites you to step inside and explore further.

    Agent Photo

    Darrin Smith

    Key West Luxury Real Estate Inc (KW)

    (645) 238-6011

    906 Truman Ave Unit 1, Key West, FL 33040
  • /68

    $3,199,000

    • 3 Beds
    • 3 Baths
    • 1,586 Sq Ft

    1148 Big Pine Ave, Big Pine Key, FL 33043

    If you've been dreaming of the kind of place where the sunsets stop you in your tracks...this is it. Tucked away on a quiet road in Big Pine Key, this 2 Bedroom 2 Bath plus 1 Bedroom 1 Bath Guest Cottage one-of-a-kind point property delivers something incredibly rare in the Florida Keys, open water views and protected dockage, all wrapped into a private tropical setting on over an acre and a

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (877) 703-1366

    1148 Big Pine Ave, Big Pine Key, FL 33043
  • /19

    $215,000

    $35K PRICE DROP
    • Land
    • 2,178 Sq Ft
    • $4,300,000 per Acre

    701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042

    Ocean ''peeks'' on this corner lot adds to the serenity you will get here at Lot 610 in the gated community of Venture Out on Cudjoe Key. Easy access on 2 sides of the lot.This property can do transient rentals!!As part of the Venture Out community, you'll enjoy an array of amenities at your doorstep. Dip into the massive saltwater swimming pool overlooking the ocean, or take advantage of

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate- Venture

    (645) 229-8475

    701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042
  • /8

    $259,000

    • 2 Beds
    • 1 Bath
    • 504 Sq Ft

    60 Ed Swift Rd, Key West, FL 33040

    Prime redevelopment opportunity just minutes from Key West! This 1959 single-wide mobile home sits on a desirable lot and is ready for its next chapter. The property is vacant and offered as-is, with no repairs or improvements to be made by the seller. There are no HOA or association fees, adding flexibility for future use or redevelopment. Due to the age of the structure, this is a cash-only

    Agent Photo

    Terry Garcia

    Keller Williams Key West Compass Realty

    (888) 868-4920

    60 Ed Swift Rd, Key West, FL 33040
  • /51

    $2,450,000

    • 5 Beds
    • 3 Baths
    • 2,086 Sq Ft

    1 Bougainvillea Ave, Key West, FL 33040

    Welcome to luxury waterfront living in sought-after Key Haven. Completely reimagined by Affiliated Builders, this stunning residence offers the perfect blend of sophisticated design, modern functionality, and island lifestyle. This home has been thoughtfully renovated with gorgeous designer finishes and meticulous attention to detail, creating a truly turnkey coastal retreat. The spacious floor

    Agent Photo

    Michelle Howerton

    Brenda Donnelly Real Estate LLC

    (833) 842-1662

    1 Bougainvillea Ave, Key West, FL 33040
  • /37

    $725,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,316 Sq Ft

    29160 Primrose Ln, Big Pine Key, FL 33043

    Welcome to Eden Pines! This well maintained 3BR/2B home sits on a generous very private 10,000 sq ft lot in Big Pine Key. Featuring a garage and tons of storage inside and out, fenced yard & room for a pool! Inside you will find 3BR, 2 updated baths and a smart layout with an open concept living. Step outside to a beautiful covered porch the perfect spot to enjoy your morning coffee watching the

    Agent Photo

    Michelle Howerton

    Brenda Donnelly Real Estate LLC

    (833) 691-0812

    29160 Primrose Ln, Big Pine Key, FL 33043
  • /44

    $1,200,000

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    17286 Jamaica Ln, Summerland Key, FL 33042

    Just a short boat ride to popular Lower Keys sandbars, coral heads, and fishing grounds, this Sugarloaf Shores canal-front home is made for the buyer who wants boating, fishing, and the easygoing Keys lifestyle right at their doorstep. Set on a quiet street just 15 minutes from Key West, this sturdy concrete 2 bedroom, 2 bath home offers southern exposure overlooking the canal, quick access to

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (833) 702-3934

    17286 Jamaica Ln, Summerland Key, FL 33042
  • /54

    $1,049,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    22953 John Silver Ln, Summerland Key, FL 33042

    Where boating lifestyle and modern coastal design align, this fully renovated 3-bedroom, 2-bathroom home in Cudjoe Key delivers exceptional waterfront living. This completely reimagined residence is ideally positioned on a premier corner canal lot, offering approximately 190 feet of concrete seawall and dockage along two waterways, an exceptional setting for boating and waterfront enjoyment.

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (645) 241-8464

    22953 John Silver Ln, Summerland Key, FL 33042
  • /42

    $1,055,000

    $44K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,797 Sq Ft

    1421 12th St, Key West, FL 33040

    Welcome to 1421 12th St, a stunning oasis nestled in the heart of Key West. This charming property perfectly combines island living with modern convenience, offering an exceptional opportunity for both homeowners and investors alike. As you step inside, you are greeted by an open-concept layout that maximizes space and natural light. The living area boasts high ceilings and beautiful finishes,

    Agent Photo

    Darrin Smith

    Key West Luxury Real Estate Inc (KW)

    (645) 241-8349

    1421 12th St, Key West, FL 33040
  • /53

    $62,000

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

    617 Front St Unit A-52 Penthouse Week, Key West, FL 33040

    PentHouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy the unmatched appeal of owning a deeded Key West timeshare during the final week of the year (Week 52)--one of the most desirable weeks in the Florida Keys! This prime holiday week offers Key West's legendary New Year's Eve celebrations, including live music, fireworks, and iconic Duval Street

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    (645) 215-8159

    617 Front St Unit A-52 Penthouse Week, Key West, FL 33040
  • /33

    $6,000

    • 2 Beds
    • 2 Baths
    • 999 Sq Ft

    32 Beach Dr, Key West, FL 33040

    RENT ONLY!!!August 1st to November 1st, 2026. Stunning open water views from this beautiful oceanfront home. You can enjoy quiet mornings and spectacular sunsets.The home features 2 bedrooms 2 bathrooms and the main bedroom has a king and an en-suite. The guest bedroom is furnished with a queen size bed. Second bathroom can be accessed from the main living/kitchen area, as well as from

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    (645) 215-2883

    32 Beach Dr, Key West, FL 33040

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home