Refine Search
Map
Sort by
$1,298,000
3 Beds ⋅ 2 Baths ⋅ 617759 MLS
Welcome to 2828 Harris Avenue, a private retreat nestled in the heart of Key West's highly desirable New Town neighborhood. Beautifully updated and thoughtfully designed, this single-family home blends modern comfort with timeless island charm, surrounded by lush, mature landscaping and a backyard that feels like your own personal resort. Designed for indoor-outdoor living, the property features a heated and chilled 10' x 20' saltwater concrete pool for year-round enjoyment, along with a fully fenced yard offering exceptional privacy. A screened lanai provides the perfect setting for morning coffee, outdoor dining, or relaxed entertaining. Ample off-street parking, including a covered carport, adds everyday convenience. Inside, the home opens to an expansive great room where the oversized kitchen flows seamlessly into the Florida room—ideal for gatherings, entertaining, or simply enjoying the connection to the outdoors. The renovated kitchen showcases high-end finishes, sleek countertops, and stainless steel appliances, while large sliders frame lush pool and garden views, blurring the lines between indoor and outdoor living. The flexible floor plan also offers potential to add a third bathroom, allowing for future customization. Recent upgrades include a new electrical panel and a 2024 AC heat-pump system, providing comfort and peace of mind year-round. This home truly checks all the boxes—privacy, thoughtful upgrades, resort-style outdoor living, and a prime location—offering relaxed island living at its finest in one of Key West's most sought-after neighborhoods.

2828 Harris Ave, Key West
$1,295,000
4 Beds ⋅ 4 Baths ⋅ 620882 MLS
Full Waterfront Duplex in Desirable Sombrero Beach! Live the ultimate coastal lifestyle with this beautifully updated waterfront duplex in the highly sought-after Sombrero Beach neighborhood. Whether you're looking for an investment opportunity, a vacation retreat, or a full-time residence with income potential, this property checks every box. Both sides of the duplex have been thoughtfully upgraded, featuring brand-new flooring, fresh interior paint, creating bright, modern living spaces that are completely move-in ready. Step outside and embrace true Keys living -- your new 45-foot dock is right out back, making it effortless to keep your boat just steps from your door. Enjoy partial open water views and the convenience of direct ocean access, perfect for fishing, diving, or sunset cruises at a moment's notice. Each unit offers privacy and flexibility, and both sides are also available for individual purchase, giving buyers multiple ownership options. Priced BELOW appraised value! Waterfront location, boating convenience, and stylish updates -- this is island living at its best. Party wall agreement on file.

17-18 Man-O-War Dr, Marathon
$1,295,000
6 Beds ⋅ 3 Baths ⋅ 620458 MLS
3 plex ( 3 separate units) in the heart of downtown Islamorada. A total of 6 bedrooms and 3 baths. Two of the units are remodeled. Walk to Shopping, Boutiques, Bars, Restaurants, World Wide Sportsman/Bas Pro Shops, Florida Keys Brewery. Or take your street legal golf cart. Currently fully rented on annual leases. Would make great 30 days rentals or really great employee housing. Do not miss this opportunity. Two separate electric meters and one water meter.

81160 Old Hwy, Islamorada
$1,295,000
2 Beds ⋅ 1 Baths ⋅ 620334 MLS
Welcome home! Charming Old Town Key West Cottage with Off-Street Parking. Situated on a desirable corner lot in Old Town, this 2-bedroom, 1-bath conch cottage offers the quintessential Key West lifestyle. Inside, natural light highlights the home's historic Dade County pine walls and original wood floors, blending timeless character with modern comfort. The updated kitchen and dining area create an inviting space for entertaining, flowing seamlessly into the living room and extending to a private outdoor retreat. Located in the desirable X flood zone, this property combines historic charm, modern updates, and an exceptional location--everything you need to experience the best of Key West living.

1124 Watson St, Key West
$1,295,000
3 Beds ⋅ 3 Baths ⋅ 620296 MLS
STUNNING KCB WATERFRONT DUPLEX! This beautifully renovated 3BR/3BA half-duplex is the perfect turnkey home or highly profitable weekly vacation rental. Features 1,500 sq. ft. of modern coastal living space, quartz finishes, and 3 spacious bedrooms--each with an en-suite bath and private balcony. Excellent outdoor setup includes a private pool and 40 feet of seawall allowing up to 25 ft of dockage on a deep-water canal with fast ocean access. Features solid CBS construction, impact windows, a metal roof. Prime location steps from the Cabana Club, New photos will come when property does not have renters.

315 E Ocean Dr, Key Colony
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 620002 MLS
Homes offering this level of detail, space & modern construction are a rare find in the Lower Keys. Built in 2023 in desirable Pine Channel Estates, this exceptional waterfront home offers 75' of dockage on a deep, wide canal with quick access to Pine Channel. Tucked in far enough to avoid traffic noise, yet moments from open water, the location delivers the best of the Lower Keys lifestyle. Bonus-Low insurance costs! Designed with both luxury & functionality in mind, this split floorplan home showcases extensive upgrades & designer finishes throughout including crown custom built-ins, crown moulding, recessed LED lighting, upgraded designer fixtures, impact windows & doors, & durable Hardie board siding. The stunning kitchen serves as the centerpiece of the home with quartzite countertops, custom cabinetry, premium finishes & abundant space to gather and entertain, while quartzite carries through the bathrooms for a cohesive upscale feel. The expansive upstairs screened lanai creates an ideal indoor/outdoor living space with designer details throughout and plenty of room to relax, dine & entertain year-round. Downstairs offers expansive covered entertaining areas, outdoor shower, hot tub & 300 sq ft enclosure perfect for storage, tackle room, gym, workshop or additional flex space. True laundry/utility room adds practicality rarely found in Keys homes. Custom closet built-ins throughout. Additional features include a cistern (not currently in use), exceptional indoor & outdoor living space, & a beautifully designed waterfront setting built for boating, entertaining & enjoying the Keys lifestyle. The clear canal water here is a standout rarely found elsewhere. Double framed dock for boat lift. Homeowners/Windstorm=$2,645. Flood=$2,164

29663 Saratoga Ave, Big Pine
$1,295,000
2 Beds ⋅ 3 Baths ⋅ 617823 MLS
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 includes the garage with a conveniently located laundry area and additional space ideal for storage or flexible use. From this level, step outside to a private outdoor area—perfect for enjoying ocean breezes and quiet moments. The second floor is dedicated to the bedrooms, featuring a primary suite with an ensuite bath and private balcony. A second bedroom also includes its own bath and balcony, providing comfortable accommodations for guests or family. The top floor opens to the main living and dining space, filled with natural light and extending to a balcony with Atlantic Ocean views. The kitchen offers ample cabinetry and counter space and flows naturally into the dining area, creating a welcoming setting for gatherings and everyday living. Residents enjoy the privacy of a gated community, access to a community pool and gym, and a convenient location close to the airport—offering the ideal balance of coastal tranquility and accessibility. Enjoy front-row views of the island's most beautiful sunrises and moonrises—nature's show, right from your new home. Don't miss this incredible opportunity - ocean view residences like this rarely come on the market. This home may also be offered fully furnished, including artwork throughout, with many original pieces created by our beloved local artists. A Very Special Thank You to Key West Art Center and Gallery for featuring their art.

77 Seaside North Ct, Key West
$1,295,000
616397 MLS
Looking for the perfect commercial building lot opportunity, this is it. Why wait years dealing with Monroe County, when the owner has already spent over two years working with Monroe County to get this far, an approved site plan for a 2,500 sq. ft. commercial building. There are multiple uses for this property. ZONING -SUBURBAN COMMERCIAL.. F.L.U.M. -MIXED USE/COMMERCIAL You can build and run almost any business you want here of course with Monroe County approval. The Seller is submitting the building plans to engineering then to Monroe County to keep the process moving forward to get the building permit. This is the perfect location to run a new or existing business from Key Largo to Key West. Do not miss this opportunity!!!! This commercial property is located across the street from Friendship Park and next to Tradewinds Shopping Center. YOU cannot beat this location!!!

101201 Overseas Hwy, Key Largo
$1,295,000
4 Beds ⋅ 2 Baths ⋅ 617564 MLS
Discover an outstanding opportunity in Big Pine Key with this canal-front, stilted duplex featuring two spacious 2 bedroom 1 bath residences and deep-water boating access. This is an exceptional boater's duplex in Pine Channel Estates where you can enjoy income and lifestyle in one place. Enjoy 75 feet of concrete dockage with a convenient step-down and retaining wall, all situated on a clean, wide canal that delivers you to the ocean or the bay within minutes. Recent upgrades include a brand-new metal roof for peace of mind. One unit has been beautifully updated with modern finishes, while the second unit is rented annually—ideal for buyers looking to live in one home and generate immediate income from the other. Solid construction, excellent water quality, and a prime location in one of the most desirable boating neighborhoods in the Lower Keys make this property truly stand out. Come see for yourself!

29678 Enterprise Ave, Big Pine
$1,294,999
3 Beds ⋅ 3 Baths ⋅ 620943 MLS
Experience the best of the Florida Keys in this brand-new, fully concrete 3-bedroom, 3-bathroom home located in the gated Key Largo Ocean Resort. Designed with an open-concept layout, floor-to-ceiling impact windows and doors, and an abundance of natural light, this home captures beautiful ocean views from the kitchen and bedrooms. The showstopper is the expansive rooftop deck, complete with an outdoor kitchen and panoramic ocean views, an incredible setting for entertaining, relaxing, and taking in the Keys lifestyle. Inside, the home is offered fully furnished and features stainless steel appliances, a second floor wet bar with wine refrigerator, conveniently located laundry, and thoughtful finishes throughout. Additional features include an outdoor shower, downstairs storage with an additional refrigerator, and covered parking. Key Largo Ocean Resort offers a true resort-style experience with an array of amenities designed for enjoying the Florida Keys lifestyle. The gated community features a full-service marina with boat ramp, fishing pier, clubhouse, swimming pool, fitness center, tennis, basketball and pickle-ball courts, a children's playground, neighborhood events and more. For boating enthusiasts, the marina provides convenient access to the water; boat slips are not deeded. Brand-new construction, panoramic ocean views, boating access, resort-style amenities and a turnkey furnished interior, all in the Heart of Key Largo. Close to shopping, groceries and Mariners Hospital. One hour to Miami International Airport.

94825 Overseas Hwy Unit UNIT 82, Key Largo
$1,290,000
3 Beds ⋅ 2 Baths ⋅ 619889 MLS
You Deserve this East Facing, Updated 3 Bedroom Island Home! Here you will discover how coastal comfort meets effortless Keys living in the heart of the fabulous Florida Keys. Step into the bright, open-concept living, dining, and kitchen areas designed for both entertaining, relaxing and making tropical memories. The natural light pours in the wide open space and flows seamlessly through double sliding doors and continues onto a spacious deck and private dock with 10k lb lift. All with serene views of a deep, wide canal. This is the perfect, private space for morning coffee, an adult beverage and taking your time to simple unwind under the palms. A definite retreat for the boating enthusiasts and anglers this home can be your dream come true. Just five minutes from both the open ocean and the open Gulf. This is also ideal for divers, and snorkelers with the reef only a few miles off shore, and numerous excellent underwater treasures, like Sombrero Light and Coffins Patch. Paddle boarders, kayakers, and jet skiers will enjoy exploring the abundant marine life, birds, and natural beauty that make the blue waters of the Keys so special. Perfectly situated in the Middle Keys, you're conveniently located halfway between Key Largo and Key West. Travel is easy with Marathon International Airport just 3 miles away, Key West International Airport 54 miles away, Miami Int'l Airport 108 miles away and 137 miles to the Ft Lauderdale Airport. Welcome to the charming and highly sought-after Key Colony Beach - known as the ''Gem of the Florida Keys'' walk or bike the entire city offering a unique island lifestyle. Plus access to the marina, pickleball, golf, tennis, bocce ball, cornhole, playgrounds, and 3 restaurants. Don't miss Sunset Park, where you can take in breathtaking sunsets, live concerts, and many community events year-round. This is more than a home, it is your gateway to island living in paradise. What's Your Hurry, Your Here!

440 9th St, Key Colony
$1,284,000
3 Beds ⋅ 2 Baths ⋅ 617886 MLS
Located in the heart of Key West, 1712 Laird Street offers a rare blend of central convenience and residential tranquility. Positioned within a short stroll of Smathers Beach, Higgs Beach Park, the Key West Nature Preserve, White Street Pier, and the island's beloved Garden Club and dog park, this home places the best of the island lifestyle quite literally at your doorstep. Duval Street and the Old Town Historic District lie just 1.5 miles away, while Mallory Square and the waterfront—famed for their sunsets, dining, and culture—are approximately 2 miles from the property, allowing effortless access without sacrificing peace and privacy . Designed by an architect with a discerning eye for light and space, the residence showcases a modern open-concept floor plan enhanced by expansive glass elements that invite the outdoors in. Cathedral ceilings soaring from 12 to 15 feet throughout every room create a sense of volume and airiness seldom found in Key West homes, delivering a bright, refined interior that feels both contemporary and timeless . Set on a 5,000-square-foot parcel, the grounds are thoughtfully landscaped with low-maintenance native flora, including seven mature palm trees, a striking gumbo limbo, and established orchids. The result is a private tropical sanctuary—lush, authentic, and effortlessly elegant—perfectly suited for island living without pretense . Large back yard offers plenty of space to add a pool!

1712 Laird St, Key West
$1,279,000
3 Beds ⋅ 2 Baths ⋅ 618305 MLS
This centrally located 3-bedroom, 2-bath elevated home on 62nd Street in Marathon is move-in ready and packed with Keys lifestyle perks. Ideal for a family residence or a high-performing long- or short-term rental investment, the home features 1,128 sq ft of living space on a 6,000 sq ft lot and was built in 1983. Inside, the flooring has been completely redone throughout, and the homeowner has just completed a professional refresh following long-term tenants, making this property truly turnkey. Downstairs offers excellent storage, a hot tub, and ample parking for multiple vehicles and trailers. Boaters will love the 80 feet of dockage, 20,000 lb boat lift, and very easy ocean access, perfect for fishing, diving, and day trips on the water. Whether you're looking to settle into a comfortable Keys home or capitalize on Marathon's strong rental market, this property checks all the boxes. Bring all offers.

810 62nd Street Ocean St, Marathon
$1,277,000
3 Beds ⋅ 3 Baths ⋅ 620929 MLS
KEY LARGO WATERFRONT HOME WITH 25,000-LB BOAT LIFT & EASY BAY-TO-OCEAN ACCESS! Welcome to 1007 Hialeah Lane in sought-after Cross Key Waterways, a true boater's property offering approximately 1,300 sq ft, 3 bedrooms, 2.5 baths, 55 feet of concrete dockage and a NEW 25,000-lb boat lift. Located on the bayside of Key Largo, this home offers excellent boating access with a straight shot to Adams Cut, providing a convenient route from Florida Bay to the Atlantic Ocean. Spend your days offshore fishing, diving the reefs, exploring the backcountry, cruising to waterfront restaurants or enjoying everything the Florida Keys boating lifestyle has to offer, all from your own backyard. Updated in 2022, the home features impact windows and doors, a solid concrete roof and two newer A/C systems, with separate units upstairs and downstairs. The layout offers comfortable living and entertaining spaces with the waterfront lifestyle at the center of it all. Just off the kitchen and living area, step outside onto the spacious rooftop patio and experience one of the best parts of owning a bayside home in the Keys: beautiful sunset views every evening. It's the perfect setting for outdoor dining, entertaining, grilling or relaxing after a day on the water. With 55' of concrete dockage, a 25,000-lb boat lift, easy access to both the bay and ocean, impact protection, concrete roof, 2022 updates and incredible sunset outdoor living, 1007 Hialeah Lane delivers the Key Largo waterfront lifestyle boaters are searching for.

1007 Hialeah Ln, Key Largo
$1,275,000
3 Beds ⋅ 2 Baths ⋅ 617379 MLS
Dockage Galore! Approximately 155' of dockage on a deep water canal and a short ride to Boot Key Harbor and the Open Ocean. Beautifully updated 3/2 Pool Home that is being sold turn key, so this can be your perfect vacation rental home or private coastal retreat. New pool installed in 2024 plus a 17K Boat Lift that was installed in 2021. Multiple Large Boats? This is the perfect spot to keep them, and with the larger parking area there is plenty of room to store your trailer and park multiple vehicles. The interior has Granite Counters, Tile Floors, Stainless Steel Appliances, and TONS of storage. Can be sold furnished and turn key, and has 2 sets of Washers and Dryers which help with any rental turnovers. Multiple Restaurants and Gas Pumps are only a short boat ride away, with super easy Gulf and Ocean access. Short ride to the Reef with some of the best snorkeling and diving in the keys! Truly a unique property that you will not want to miss.

799 28th St, Marathon
$1,270,000
3 Beds ⋅ 2 Baths ⋅ 620186 MLS
Florida Keys Living at Its Best! Welcome to 174 Tortuga Lane, a beautifully maintained waterfront home in the heart of Cudjoe Key, where world-class fishing, boating, and island living are in your backyard. With 37 feet of dockage, you'll have quick access to the Atlantic, backcountry waters, and some of the best fishing the Florida Keys has to offer. Built in 2020 for peace of mind and low-maintenance ownership, this 3-bedroom, 2-bath home features impact windows and doors, HardiePlank siding, Trex decking, aluminum railings, and a 180-mph wind rating. Inside, you'll find a bright, coastal-inspired interior with 9-foot ceilings, luxury vinyl plank flooring, an open-concept living area, spacious eat-in kitchen, pantry, separate laundry room, and a comfortable primary suite with walk-in closet and oversized bath. The fabulous outdoor space is where this property shines. Since the home was built, a stunning concrete pool was added in 2022, creating the perfect place to cool off after a day on the water. Relax under the new tiki hut, rinse off in the outdoor shower, challenge friends and family on the putting green, or simply enjoy the constant ocean breezes and beautiful open water views across the street. The oversized fenced lot offers plenty of room to spread out, while the covered front porch and legal downstairs storage provide additional functionality. There's even 50-amp service for an RV or electric vehicle charger. Whether you're looking for a full-time residence, vacation home, or Keys getaway, 174 Tortuga Lane delivers the boating lifestyle, outdoor amenities, and island charm that make the Florida Keys so special.

174 Tortuga Ln, Cudjoe
$1,269,000
2 Beds ⋅ 2 Baths ⋅ 619922 MLS
Discover your personal sanctuary in the heart of Cudjoe Key, where authentic Florida Keys charm meets modern coastal luxury. This stunning 2-bedroom, 2-bathroom home has been thoughtfully updated to offer the ultimate waterfront lifestyle, just 21 miles from Key West's world-class dining and entertainment. The interior glows with natural light, highlighted by impact-resistant windows and elegant French doors leading to an open canal front balcony. The floor plan is designed for effortless living, featuring a sleek kitchen with a central island, 2025 updated Oven, Dishwasher, & microwave, remodeled bathrooms, a versatile bonus room, and a separate dining area that provides a front-row seat to the tranquil canal. For added convenience, the spacious walk-in closet includes an integrated washer and dryer, while a temperature-controlled thermostat and security system ensure year-round peace of mind. Perfectly situated for the avid mariner, the exterior features a concrete dock and a 10,000lb elevator boat lift. The lift currently accommodates a 2024 Boston Whaler 250 Outrage with twin 200hp Mercury Verado engines (no trailer), which is available for separate purchase. Enjoy a short, scenic canal ride from your backyard directly to the open ocean. Step outside into a secluded tropical retreat. The exterior boasts brand-new Hardie Board siding and a privacy fence encompassing an inground concrete pool finished with an elegant travertine pool deck. Beneath the home, a shaded entertaining space provides the perfect spot for lounging, complete with an outdoor shower and ample storage for kayaks, grill and water toys. Complete with a dedicated garage and plenty of parking, this property is the perfect home for family enjoyment as a primary residence or a seasonal retreat. Whether you are looking to make wonderful lifelong memories or simply wish to offset ownership expenses with a winter rental, this Cudjoe Key gem captures that sought-after ''Keys feel'' in every

116 Spanish Main Dr, Cudjoe
$1,265,000
2 Beds ⋅ 2 Baths ⋅ 620766 MLS
Wake up to peaceful water views and end each day with spectacular Florida Keys sunsets from this beautifully renovated waterfront home in Breezeswept Beach Estates. Perfectly positioned on a quiet street, this elevated CBS and combo construction home overlooks protected salt ponds and a thriving bird estuary in the front, while the backyard opens to a wide, deep draft canal with easy open water access to the Atlantic Ocean and no bridges. Thoughtfully renovated in 2018, including the roof, plumbing, electrical system, hurricane impact windows and doors, this spacious 2 bedroom, 2 bath home offers oversized bedrooms and a flexible floor plan with the potential to create a third bedroom or even fourth bedroom/office. Inside, you'll find a beautifully updated interior with quality finishes throughout, including a designer kitchen featuring quartz countertops, a stunning quartzite island, custom cabinetry, and stainless-steel appliances. The primary suite offers private access to the screened porch overlooking the canal. With too many thoughtful upgrades to list, this home has been meticulously improved inside and out. Outside, the 60 foot dock is complete with a fish cleaning station and three 5,000 pound boat davits, creating an exceptional setup for boating enthusiasts. The home's impressive elevation not only enhances the views and peace of mind, but also creates an expansive covered outdoor living space with chickee hut that's perfect for entertaining, complete with oversized enclosed storage and plenty of room for boats, RVs, campers, trailers, golf carts, and multiple vehicles. After a day on the water, rinse off in the convenient outdoor shower, then unwind and enjoy the beautifully landscaped grounds accented with landscape lighting. Additional highlights include a generator and a 12,000 gallon cistern, offering the perfect balance of luxury, comfort, and the Florida Keys lifestyle.

653 Indies Rd, Ramrod
$1,265,000
3 Beds ⋅ 3 Baths ⋅ 616195 MLS
Welcome to 1718 United Street, a beautifully renovated home in the heart of Key West offering modern comfort with timeless island charm. This spacious residence features 3 bedrooms and 2.5 bathrooms, including a stunning spa-style master bath with double sinks and dual shower heads for the ultimate retreat. The bright and open layout showcases elegant marble countertops, thoughtfully designed finishes, and inviting living spaces perfect for both relaxing and entertaining. Step outside to enjoy the side porch facing the driveway, an ideal spot for morning coffee or evening gatherings. A standing seam metal roof adds both style and durability, giving peace of mind for years to come. To enhance the island lifestyle even further, the seller has drawings available to the buyer for a pool and tiki hut, offering the opportunity to create your own backyard oasis. Ideally located just a short bike ride to the vibrant energy of downtown Key West and world-famous Duval Street, this property combines convenience, comfort, and style—move-in ready and waiting to be enjoyed as your new island home.

1718 United St, Key West
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 620396 MLS
Welcome to stunning Florida Bay views and breathtaking sunsets in the heart of Plantation Key! This beautifully remodeled and fully furnished modular home offers the perfect blend of comfort, style, and waterfront living. Featuring two spacious bedrooms, two bathrooms and an open-concept living area and kitchen, the home is thoughtfully designed with a light and airy coastal flair throughout. You will appreciate the huge amount of storage downstairs. Step outside to your inviting waterfront patio, where you can relax and take in beautiful open water views. Boaters will appreciate the 45' of concrete dockage and new 16K lb. boat lift, providing effortless access to Florida Bay and nearby Atlantic Ocean access through Snake Creek. Spend your days exploring the Keys by boat, enjoying waterfront dining, world-class fishing and diving. Founder's Park nearby for boat ramp, beach, pool and ball fields. Whether you're looking for a full-time residence, vacation retreat, or investment opportunity, this turnkey waterfront property represents the laid-back Florida Keys lifestyle. Come experience the beauty, boating, and unforgettable sunsets that make Plantation Key one of the most desirable locations in the Florida Keys.

182 Airstream Ln, Tavernier
$1,250,000
620304 MLS
ACTIVE BUILDING PERMIT IN HAND! Don't miss this rare opportunity to build your waterfront dream home in the highly desirable Stillwright Point community of Key Largo. This spacious 50' x 150' waterfront lot is ideally situated on a wide 70' canal and offers deep-water dockage with immediate access to Florida Bay. Boaters will appreciate the quick and convenient access to the Atlantic Ocean through nearby Adams Cut, providing the best of both worlds for offshore and backcountry adventures. Whether you're envisioning a luxury waterfront retreat or a full-time residence, this property is ready for your vision with an active building permit already in place. Enjoy the laid-back Florida Keys lifestyle with world-class fishing, diving, boating, waterfront dining, and breathtaking sunsets right at your doorstep. Build now and start living the Keys dream in one of Key Largo's most sought-after waterfront neighborhoods.

5 Stillwright Way, Key Largo
$1,250,000
1 Baths ⋅ 620301 MLS
Rare opportunity to own two adjoining commercial condominium units on First Street, offered together as a single income-producing package in a central Key West location. Unit 3 consists of 233 SF and is fully leased, providing immediate income and strong in-place cash flow. The space is enhanced by a custom patio and tiki area. Unit 2 offers 1,160 SF of office space with five private offices and a restroom, making it ideal for an owner-user, professional office, or an investor seeking additional rental income. Whether you're looking for an investment, owner-user opportunity, or both, this versatile property offers flexibility and income in one of Key West's most accessible commercial corridors.

1421 First St, Key West
$1,250,000
3 Beds ⋅ 2 Baths ⋅ 620261 MLS
So many possibilities here with the Suburban Commercial zoning .The large home has a newer metal roof and impact windows with newer appliances. Large Corner lot (16,200 sqft.) that is completely fenced with mature fruit trees and a separate storage building. Located in the hub of central Key Largo near shopping, medical offices and Key Largo Community Park. Previously used as professional office space but is now occupied by tenants with a dog. Plenty of room for extra parking of boats and cars. There is a private Homeowners Park that has a boat ramp, beach area with covered picnic tables.

227 Atlantic Blvd, Key Largo
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 620075 MLS
With only two owners in its history, this well-maintained two-story property presents a rare investment opportunity in Key West. Configured as a legal duplex with two separately metered 1-bedroom, 1-bath units, it offers exceptional flexibility--ideal for investors seeking strong rental potential, business owners looking for employee housing, or owner-occupants wanting to offset costs by renting one unit while living in the other. Set on a 5,000 sq ft lot, the property is surrounded by lush, mature tropical landscaping with a wide variety of plants and palms, creating a private, shaded, treehouse-like setting filled with natural light. Two large screened porches and additional open-air spaces provide ideal indoor-outdoor living, while an outdoor shower enhances the island lifestyle. The home has been thoughtfully updated and well cared for, featuring Mitsubishi mini-split A/C systems in both units, a new hot water heater, new ceiling fans, impact windows upstairs, new gutters, updated appliances, and soft-close cabinetry. Interior finishes include a mix of pine, vinyl, and concrete flooring, along with stainless, Formica, and butcher block countertops. Both units offer full bathrooms with tubs. Additional highlights include two off-street parking spaces, low-maintenance grounds, and multiple windows throughout for abundant natural light and airflow. Located in desirable Midtown East, just minutes from everything Key West has to offer, this is a versatile, income-producing property with strong upside potential.

1911 Seidenberg Ave, Key West
$1,250,000
5 Beds ⋅ 5 Baths ⋅ 619914 MLS
Waterfront living meets comfort and functionality in this move-in ready canal front home. Offering 120 feet of concrete dockage in a deep water canal. Quick boating access to Niles Channel. Designed for the ultimate Florida Keys lifestyle, this property combines spacious indoor living with exceptional outdoor entertaining areas. The main home features 2 bedrooms and 2 bathrooms with an open-concept floor plan ideal for entertaining. The modern kitchen is equipped with quartz countertops, stainless steel appliances, and plenty of space for gathering with family and friends. An additional guest wing offers 3 separate bedrooms, each with its own ensuite bathroom, providing privacy and flexibility for guests or extended family. Enjoy seamless indoor-outdoor living from the large screened-in porch breezeway -- the perfect place for morning coffee, evening dinners, or relaxation. Outside, the concrete swimming pool creates a true tropical retreat, while the spacious outdoor areas offer plenty of room for entertaining. The ground level includes an expansive enclosed garage with room for multiple vehicles, storage, and all your boating and fishing gear. The fully fenced property offers abundant parking for cars, boats, RVs, and trailers, making it ideal for full-time living or a Keys getaway. Located in a quiet neighborhood, this property delivers the best of waterfront living with easy boating access, generous space, and move-in ready convenience.

4049 Egret Ln, Big Torch
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 619898 MLS
Welcome aboard to your tranquil coastal retreat nestled in the heart of Key Largo at Buttonwood Bay Condo. This generous canal-front condo features two spacious bedrooms and two baths, positioned conveniently on the ground floor, providing views of the canal. Your assigned 25-foot boat slip lies just steps from your unit, offering direct and effortless access to the captivating seas of Florida Bay. The expansive screened patio serves as an ideal venue for entertaining guests or basking in the gentle ocean breezes. Immerse yourself in the beauty of the marina and enjoy the convenience of Fuel, Bait/Tackle. Each boat slip is equipped with electric and water hookups, ensuring a seamless boating experience. Buttonwood Bay Condo boasts an array of exceptional amenities, including 24-hour security, three heated pools, pickleball and tennis courts, and a fully equipped fitness room with inspiring bay views. Additionally, enjoy the luxury of a boat ramp, on-site trailer parking, and exclusive access to a private white sandy beach adorned with unforgettable sunsets over crystal-clear waters. Experience coastal living at its finest in this exquisite Key Largo sanctuary, where each day brings luxury, serenity, and the enchanting allure of waterfront living. Welcome home to your paradise.

96000 Overseas Hwy Unit W2 +Boat Slip, Key Largo
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 619868 MLS
Location, location, location. This home has stunning sunrise and ocean views from this one- of-a kind Open Water property. Picture perfect views from theFrench Doors off of the living room leading onto a sprawling deck overlooking the turquoise water. This home has a pool and is a spacious 2 Bedroom 1.5 Bath with a loft. Dock with 7,000lb. boat lift and storage enclosure.

257 La Fitte Rd, Little Torch
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 619797 MLS
This extraordinary Mid-Century modern single-family home is a private tropical oasis at the (rarely available) end of a canal with direct-ocean access. The luxury resort-style patio features Travertine tile, a heated pool with a sun shelf, and custom landscape lighting for evening entertaining. The home's original craftsmanship is high-lighted by tongue and groove Florida Pine ceilings, grand archways, and wooden beams. The floor to ceiling windows and doors provide for natural light flowing into the home from sunrise until sunset. The open-concept living area connects to an updated kitchen with stainless steel appliances and granite countertops. The master suite boasts a hand-scraped Acacia Hardwood accent wall, barn doors, an oversized Travertine shower, and a floating sink. Two additional bedrooms in a separate wing provide guest privacy with a shared updated bathroom with an Italian marble shower. This oversized fenced lot at 8,362 sq/ft provides a tropical sanctuary in paradise. Whether you're looking for an established and profitable rental property or you're ready to embrace the dream of a Florida Keys lifestyle, this turnkey property delivers.

280 100th St, Marathon
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 619758 MLS
With only two owners in its history, this well-maintained two-story property presents a rare investment opportunity in Key West. Configured as a legal duplex with two separately metered 1-bedroom, 1-bath units, it offers exceptional flexibility--ideal for investors seeking strong rental potential, business owners looking for employee housing, or owner-occupants wanting to offset costs by renting one unit while living in the other. Set on a 5,000 sq ft lot, the property is surrounded by lush, mature tropical landscaping with a wide variety of plants and palms, creating a private, shaded, treehouse-like setting filled with natural light. Two large screened porches and additional open-air spaces provide ideal indoor-outdoor living, while an outdoor shower enhances the island lifestyle. The home has been thoughtfully updated and well cared for, featuring Mitsubishi mini-split A/C systems in both units, a new hot water heater, new ceiling fans, impact windows upstairs, new gutters, updated appliances, and soft-close cabinetry. Interior finishes include a mix of pine, vinyl, and concrete flooring, along with stainless, Formica, and butcher block countertops. Both units offer full bathrooms with tubs. Additional highlights include two off-street parking spaces, low-maintenance grounds, and multiple windows throughout for abundant natural light and airflow. Located in desirable Midtown East, just minutes from everything Key West has to offer, this is a versatile, income-producing property with strong upside potential.

1911 Seidenberg Ave, Key West
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 619022 MLS
This two-bedroom, two-bathroom condominium residence at Santa Maria Suites Resort offers both personal use and strong rental income potential. One of the resort's limited single-level units, the property produces nearly $200,000 in annual gross rental income and allows for transient nightly rentals. The floor plan features a generous living and dining area, full kitchen, and two private bedroom suites. Located just steps from iconic Duval Street, the property provides convenient access to Old Town restaurants, shops, and nightlife while maintaining a quiet resort setting. Resort amenities include swimming pool, fitness center, and off-street parking. Planned improvements to the residences, pool, and fitness areas are scheduled for completion in 2027. The current owner has paid the majority of the special assessment associated with these upgrades. Owners may choose their own rental management company or participate in the on-site program. Suitable for buyers seeking an income-producing investment, second home, or a combination of both.

1401 Simonton St Unit # 11, Key West