$1,000,000 - $2,000,000 Florida Keys Properties For Sale - Real Estate

This beautifully updated 3 story Foundry townhome in the exclusive gated Truman Annex community is a dream come true! The floor to ceiling windows and doors at the entry allow sunshine to filter into the main floor living space creating a bright and airy space. The main floor has 11 foot ceilings and double French doors that open to the private front courtyard and porch. The main living space has an open floor plan and the kitchen features stainless steel appliances. The microwave and dishwasher were installed new in 2024. The half bath is located on the first floor for convenience. Make your way up the stairs to the primary suite, located on the second floor with an en suite bath and walk in shower, along with a private balcony. The washer and dryer are located on this floor and were installed new in 2024. The floor to ceiling French doors and windows allows light to encompass the space. The guest suite is located on the third floor with an en suite bath and shower tub combo. The wall to wall windows allow natural light to flood the room. This home has a designated off street parking spot for 1 vehicle located just out front of the private courtyard. The Foundry swimming pool is a short walk. This townhome is just down the block from Trumans Little White House, and is an easy walk or bicycle ride to Ft. Zachary Taylor Park, The Coffee Butler Amphitheater and the Truman Waterfront, as well as the world famous Mallory Square and Duval St. The sale comes with a special use Truman Annex transient license with restrictions. This home is currently an active luxury vacation rental with rentals on the books into 2025 making an easy transition for buyers wanting use this as an investment property.

At the best location in the heart of old town you will find this great duplex on Julia street in between Duval street and Whitehead street, 86 FOOTSTEPS TO DUVAL STREET. The back is a two bedroom two bathroom with a nice back yard. And in the front is a recently renovated one bedroom with two bathrooms with high ceilings and a great loft. It has an outdoor shower. A new A/C was installed 01/24. When you are sitting on your front porch its hard to believe that you are in between the two busiest streets as Julia street is a really quiet and cute street! Dont miss out on this great opportunity!

Turn-Key, canal-front Summerland Cove Isle sanctuary with private boat ramp! This gorgeous, recently renovated home boasts modern finishes and enviable deep draft boating within minutes! Upon entry, the spacious floor plan is welcoming and flooded with natural light. An updated kitchen features abundant storage, new stainless-steel appliances, quartz countertops and custom tile backsplash. The large kitchen island with additional counter seating lends itself to entertaining. The kitchen flows seamlessly into a spacious living room, with soaring tongue and groove cathedral ceilings and generous bonus loft space. The primary suite enjoys privacy from the rest of the house in an upstairs private wing, boasting a large walk-in closet, en suite bathroom, and private balcony with Open Water Sunset Views. On the main floor, both sizable guest bedrooms offer access to the expansive wrap-around porch, which features both Canal Views and Partial Open Water views, ideal for entertaining. Additional updates include new luxury vinyl flooring, interior/exterior paint, vanities, fans and light fixtures, new solid soffits, roof and electrical throughout. Outside, this well-maintained property offers a built-in fire pit and generous concrete seawall with fillet station. The private boat ramp is truly a rare find, providing easy access for small water crafts, paddle boards and kayaks. The attached garage boasts high clearance for storing an RV or trailered boat. An additional downstairs storage space provides room for storing tools and equipment out of the elements. This fantastic property is nestled within an established, quiet neighborhood but just minutes to shops and restaurants in town. Dont wait, this property is truly a must-see!

The first rule of real estate: LOC: A sunset painted Waterfront Oasis on Sugarloaf Sound LOC: One of the largest lots (17,220 SF) available in Bay Point, more than 2X the size of most others. LOC: Just 12 minutes from the Cultural and Vibrant phenom, Key West! LOC: A mere 5 minute walk from the county Bay Point Park and boat ramp. Add to this the Craftsman/Designer renovated home and you have the definitive move-in ready property where every detail has been addressed for you. From the unique floor plan that blends LUXURY with FUNCTIONALITY to the high-quality materials used throughout (Quartzite & Granite counter tops, Walnut engineered flooring, all wood Kitchen Cabinets, the latest technology Audio Visual/Internet Access and much more) you will see that this Oasis was created as a forever home, not a flip-it investment project with pretty lipstick but no substance. With 1,372 SF of Living Space you have ample space for all of your needs. LUXURY is provided via a large Chefs Kitchen, A glorious main bath w/large walk-in shower, a 2nd floor Sunset Observation Deck, Eat-in Kitchen, a Home Office, a Primary suite with ample closets and private lounge, a dipping pool, large covered Patio, & a waterside Pebble Beach to relax next to the water. FUNCTIONALITY is provided via many new appliances and equipment, plenty of space for vehicles, boats & RVs, a partially enclosed garage, a large outbuilding for storage, workshop and/or hobbies, a boat ramp & dock and 2 outdoor showers (pool and water side). Schedule a private showing today and experience the magic of this waterfront gem!

This charming, stilted canal front home with 3Bed/2 Bath, plus downstairs 1/1 New Pool (Heated & Chilled) & Hot Tub, Screened in patio. 60Ft. of concrete dockage & 7000 LB Boat lift. Completely Remolded Inside & Out. Beautiful Kitchen w/ Granite Countertop & New Appliances. Spectacular Location nestled between Islamorada and Marathon, the quaint neighborhood of Layton continues to maintain the charm and tranquility of true Island life. Offering some of the best features the Keys has to offer - Exceptional boating access to both offshore fishing in the Atlantic Ocean and backcountry fishing in the Florida Bay, amazing kayaking or paddle boarding around Long Key Lake, easy boat rides to local sandbars, as well as the famous Alligator Lighthouse. The island also features 3 restaurants/Bars and a Local Fishing Marina. Enjoy the Beautiful remote sandy beaches and clear blue waters Located at Long Key State Park. This House is move in ready so you can enjoy the true island life.

Large Family Compound on (5) Buildable Lots - A. 2Bed/1 & 1/2 Bath -B. 1Bed/1Bath - C. Studio - D. Studio E. Green House - Huge Custom-made Outdoor Kitchen & Gazebo- Multiple Storage Sheds -Beautiful Custom Designed CBS Pool/ With Sandy Beach - Great opportunity for employee housing. Private Boat Ramp & Dock at the Homeowners Park at end of the Street. Nestled within the established Indian Mound Estates neighborhood, just minutes to nearby shops, restaurants, and walking distance to schools. Take a Bike Ride in the Nature Wildlife Reserve. Conveniently located close to Key West. Endless Possibilities.

Beautiful, comfortable, spacious condominium in historic Delancey Hall. Located on a premier Old Town street a few short blocks from the Key West Seaport and Duval Street (and in the X-flood zone), this condo offers the historic features youd expect from a pedigreed Key West house -- Dade County Pine, crown molding, shutters, wide front porch -- combined with the modern features you need, seamlessly integrated to give you the quintessential Key West experience. Whip up a tasty breakfast in the light-filled kitchen and enjoy it on your large private deck leading to your outdoor shower and the shared pool, or take an easy stroll to Harpoon Harrys or Sarabeths for a little morning pampering. With ample storage and even the option for a one-bedroom lockout, this home serves as the perfect retreat or vacation rental investment property. Its Key West living at its best -- make it yours! (Photos coming soon!)

WELCOME to paradise in the sun located in the heart of Marathon! This stunning 3 bed / 2 bath, over 1800 sq ft. oasis will not disappoint. Located just 3 homes away from the open ocean, this beauty provides both indoor and outdoor entertainment. The gorgeous kitchen will satisfy the most talented chef. The open concept also provides a great space for family and friends. Updated throughout to satisfy your pickiest buyer. Enjoy the privacy of a master bedroom located on the 2nd floor. If youre looking for the LOWEST PRICE per sq ft waterfront property in Marathon, you are here. If your goal is to live mortgage free this one provides family living as well as income potential as it is a seasoned rental on AIRBNB. Private balcony on the 2nd and a private balcony on the 3rd floor as well. The porch area outside the main entrance provides for relaxing nights. The bonus room located at ground level with ample space is a huge plus, the private open space is perfect for relaxing after those long and beautiful days in that blue water. HURRY this is a MUST see, schedule your private showing before this one is gone!

Welcome to your future home nestled in prestigious Port Largo neighborhood. This beautiful concrete home was extremely well built in 2020 with a modern and coastal design. This residence has been meticulously maintained. The spacious home offers 3 bedroom / 2 bath, separate laundry room, a dreamy kitchen w/ quartz counter tops and large center Island, tile thoughout. Indulge in the brand new outdoor pool and heated spa surrounded by sand under your toes, and equipped with a BBQ summer kitchen, outdoor TV. The fresh landscape and PVC fence allowing for privacy. Beyond enjoying the home itself, the community has an HOA Marina, Boat Ramp, and picnic beach area just at the end of the street approx 400 yards. Walk or golfcart to Key Largo Park, brand new 9 Pickle Ball courts, tennis, restaurants, groceries. This home is a rare gem in highly sought after location with a quintessential keys life style. Dont miss the opportunity to make this home your own paradise!

Discover this slice of WATERFRONT paradise nestled in Key Largo! Gorgeous high vaulted ceilings welcome you into this home which features five spacious bedrooms and three bathrooms, boasting 2,157 square feet of stylish living space. Enjoy those OCEAN VIEWS from your living room windows, bedroom or while youre relaxing on your pool deck. Upstairs living space has 3 bedrooms, 2 baths and rec space with 2 bedrooms, 1 bath downstairs. The heart of this property is undoubtedly its irresistible outdoor space. A beautifully designed SALTWATER POOL invites you to soak in the Florida sun on an expansive pool deck thats perfect for entertaining or simply unwinding. The properties oversized corner lot offers over 42 ft of canal front, luscious green vegetation and plenty of parking for you, your toys and guests. Dive into the comfort of high-quality construction detailed with single car garage, metal roof, modern impact windows, doors and skylight. With Stainless steel appliances, wine cooler, granite counter tops and bar top, this kitchen is perfect for all occasions. Laundry access from both floors. This home is In the neighborhood of Key Largo Park, Key Largo Fisheries and more! Close to schools, shopping and 1 hour to Miami.

Enjoy Key West living on one of our most picturesque Old Town lanes. Located in the heart of the historic district and near the seaport, everything you want in Key West is right out your door. Built in the early 1900s, over the years the home was converted into a legal 2-unit property with separate water & electric accounts, however easily returned to a single family residence. The current configuration is upstairs (large 1 BR & 1 BA with a sleeping loft) and downstairs (2 BR & 1.5 BA) units, with an exterior staircase. Both units have a front & rear porch, balcony, or deck. For your parking convenience, an off-street spot is in front of the property. Lease information available upon request. Competitively priced for $1,490,000.

This light-filled and airy home is priced at appraisal price, and is being offered furnished, excluding some artwork and personal items. With 2 bedrooms and 2 baths, 1,242 sq ft of indoor living space (per appraisal), it boasts a vaulted ceiling in the living and kitchen area, the kitchen as the heart of the home. With a view of the pool from the kitchen, entertain your family and friends in a wide open space. The master bedroom, en suite, has a view of the rear garden with French doors opening onto the cozy and covered back porch sitting area. Situated on a corner lot of 4,842 sq ft, theres bricked off-street parking leading into a garage with electrical and plumbing. Appraisal and Floor Plan are found in the Documents.

Rare 2 unit property in Old Town! Enjoy Key West living on one of our most picturesque Old Town lanes. Located in the heart of the historic district and near the seaport, everything you want in Key West is right out your door. Built in the early 1900s, over the years the home was converted into a legal 2-unit property with separate water & electric accounts. The configuration is upstairs (large 1 BR & 1 BA with a sleeping loft) and downstairs (2 BR & 1.5 BA) units, with an exterior staircase. Both units have a front & rear porch, balcony, or deck. For your parking convenience, an off-street spot is in front of the property. Lease information available upon request. Competitively priced for $1,490,000.

Resort-Style Living at Ocean Harbour in Islamorada Welcome to this exceptional end-unit condo at Ocean Harbour, where resort-style living meets the serene beauty of Floridas coastline. Upon entering through the gated entry, youre greeted by lush, tropically landscaped grounds that lead you to your stunning, updated home. This unit offers a coveted location with a storage room conveniently situated just outside the front door. Inside, the spacious 3-bedroom, 2-bath condo has been tastefully updated, featuring a well-appointed large kitchen perfect for both casual entertaining and preparing special meals to enjoy on your oceanfront screened terrace. The desirable split floor plan includes a luxurious primary suite with oceanfront views, an en-suite bath with a spa-like feel, and a walk-in closet. Across the living room, youll find two additional bedrooms and a second full bath. One of these bedrooms offers sweeping oceanfront views, while the other enjoys its own private balcony--perfect for morning coffee or evening starlight. Set on over 12 acres of meticulously maintained tropical landscaping, the Ocean Harbour community offers unparalleled amenities, including a marina, tennis and pickleball courts, clubhouse, gym, tiki bar with BBQ, car charging station, trailer storage, and more. Ocean Harbour is known as the premier address in Islamorada, offering its residents luxurious living in one of the most coveted locations in the Florida Keys. Rental boat slips are readily available in the marina. The condo comes furnished with the exception of artwork and a couple of items which are marked.

Discover the epitome of Keys living in this stunning 2022-constructed stilt home on Ramrod Key. Positioned along a pristine canal with direct ocean access, this thoughtfully designed 4-bedroom, 3-bath residence seamlessly blends coastal charm with contemporary luxury.The first floor welcomes you with a spacious deck and two sets of French doors under a covered porch. The perfect setting for entertaining while enjoying the salt pond views. The open floor plan features a large kitchen with quartz countertops, abundant cabinet storage, walk-in pantry and a separate laundry room. The first floor also includes a guest bedroom and a full bath. The second floor offers an expansive primary suite with two sets of French doors that open to a roomy covered porch with breathtaking views of the salt ponds. The primary suite provides room for a seating area and has ample closet space. The primary bath has dual vanities, a shower and separate water closet. Just down the hall is a full bath and two additional guest rooms, one of which is a perfect home office. Located on a quiet street this property offers a peaceful haven while still being conveniently located. Plenty of covered parking and 299 sq. ft. permitted storage for all your water toys, plus theres room for a pool. Impact resistant windows and doors, a metal roof and hardi board siding help keep insurance rates low on this property making it very desirable.

Imagine waking up to the serene sounds of the ocean, with the sun rising over the horizon, casting a golden glow on the water. This elevated home is offered turn-key and offers 1,056 sq. ft. of living space, complemented by a 24 x 8 covered porch with breathtaking open water views. The open-concept design seamlessly integrates the living room, dining area, and kitchen, creating a bright and airy atmosphere. Three ample bedrooms including an primary with ensuite bathroom. Large windows flood the space with natural light, highlighting the high ceilings, modern finishes and tremendous views from each room. Recent updates, including updated kitchen and bathrooms, ensure modern comfort and style. In the backyard, youll find deep water canal access with 50 of seawall, ideal for fishing, swimming, sailing, and powerboating. The new swim spa and lounge area under the house provide a luxurious retreat after a day on the water. This property comes with a short-term rental license, making it a fantastic investment opportunity. Its rented often, providing a steady income stream while you enjoy your piece of paradise. Located in the heart of Marathon, this home is just minutes away from shops, restaurants, and a private airport. Enjoy year-round tropical weather, with easy access to beaches, bike paths, and wonderful amenities. And if youre in the mood for a day trip, Key West is less than an hour away. Dont miss out on this unique opportunity to own a home that offers both relaxation and adventure.

Imagine owning a home where history whispers through the walls and legendary figures once found inspiration. 804 Ashe street is a lovingly preserved Conch Cottage, located on one of the most sought-after streets in the vibrant Historic District. Built prior to 1912, this home has hosted notable literary icons like Tennessee Williams, Leonard Bernstein, Tom McGuane, and John Hersey, adding a layer of cultural allure to its storied past. The cottage blends historic character with modern convenience, showcasing rich Dade County Pine details, 14-foot cathedral ceilings in the living spaces, and a wall of French doors that invite you to a mature tropical garden. A highlight is the stunning salvaged window from St. Marys Convent--one of Floridas oldest Catholic parishes--gracing the indoor-outdoor connection and filling the space with timeless beauty.Situated in the X-flood zone, this home offers peace of mind along with practicality, including an off-street carport. Explore Key West like a local: this ideal location puts you within walking or biking distance to iconic restaurants, beaches, and the islands best attractions.

Own a peace of paradise in the middle of the Florida Keys close to Sombrero Beach area. Home is right on a walking and lit bike path that leads right to Sombrero Beach. Enjoy lazy days in the hot tub and hammock while watching the sunset or jump into your boat right out of the dock just steps away from the home.This home has all impact windows and doors, jacuzzi, gazebo, bbq area, as well as a hammock. Fully renovated kitchens, bathrooms, fully furnished, as well as fully equipped kitchens. 50ft concrete dock with a deep water canal that takes approximately 15-20 minutes to reach open water.Great investment opportunity, both units are currently vacation licensed and ready to enjoy as well as rent out to vacationers looking to get away. This property has everything you need and more. This is a unique investment opportunity that rarely go up for sale, not many of them around.

Dream Home Alert in Little Torch Key!365 Pirates Rd, Jolly Rogers Estates.Escape to paradise in this stunning concrete gem nestled in the highly desirable neighborhood of Jolly Rogers Estates on the serene Little Torch Key! This charming house is your canvas--ready for your personal touch and stylish furnishings.Property Highlights include,* Modern Amenities: Enjoy all stainless steel appliances, impact doors and windows, and a durable metal roof that ensures peace of mind.* Breathtaking Views: Overlook the picturesque salt ponds to the west, where you can unwind with breathtaking sunsets that paint the sky.* Relaxing Oasis: Dive into your sparkling custom pool surrounded by lush landscaping and hand-selected palms, all accented by beautiful silver travertine that wraps the pool area.* Boaters Paradise: With solid concrete docking just steps away, your boat is ready for adventure! In just 3 minutes, you can be out in open water, exploring some of the cleanest waters teaming with wildlife in the Lower Keys.*Endless Outdoor Adventures: Fish offshore, explore the tranquil flats of the Gulf chain islands, or venture out to the Gulf wrecks and towers for some great fishing. Prefer a leisurely day? Relax on a sandbar, gaze at the clouds, and let the worries of daily life drift away.After a day on the water, treat yourself to a meal at a local restaurant, showcase your fresh catch, and enjoy live music--perfect for winding down and savoring the island lifestyle.This house is more than just a home; its a lifestyle waiting for you to embrace! Dont miss your chance to own a piece of paradise in Little Torch Key. Schedule your viewing today and start your journey to coastal living!