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909 Grinnell St, Key West
$1,899,000
7 Beds ⋅ 6 Baths ⋅ 615914 MLS
Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! Renovations in progress! Priced at less than $272K per unit! Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - ask your tax expert. Prime Old Town 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: one 2-bedroom unit, three 1-bedroom units and 2 studio units. All with separate exterior entrances. Convenient location is close to many Old Town attractions including world famous Duval St. Perfect for employee housing or income producing multi-unit property. Advanced notice required before showings and don't expect to see all six of the units at once. Please do NOT disturb tenants. This is a duplicate entry.

909 Grinnell St, Key West
3841 N Roosevelt Blvd Unit 315, Key West
$1,949,000
2 Beds ⋅ 3 Baths ⋅ 616792 MLS
Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income. The Signature King Room (283 sq. ft.) is an intimate, elegantly furnished retreat ideal for up to two guests. The Resort View Suite (1,074 sq. ft.) features an open floor plan with a designer kitchen equipped with Sub-Zero, KitchenAid, GE, and Bosch appliances, dual stainless-steel sinks, and custom cabinetry. The primary suite offers a spa-inspired bath with a sunken jetted tub, tiled shower, and dual vanities. Throughout the unit, you'll find 16-inch marble tile flooring, crown molding, and high-end finishes that elevate every detail. Fully furnished and beautifully decorated, this residence is designed for year-round living or part-time ownership—with the convenience of optional on-site rental management when you're away. All doors and windows are engineered to exceed building codes, rated for up to 175 mph winds, ensuring both safety and peace of mind. Resort-style amenities include a private beach, heated waterfront pool and spa, poolside bar & grill, gourmet restaurant, fitness center, valet parking, concierge services, on-site management, and the island's largest conference center. Positioned on open Gulf waters, this condo presents an extraordinary opportunity to enjoy the best of Key West luxury living—a perfect combination of personal enjoyment and investment performance.

3841 N Roosevelt Blvd Unit 315, Key West
3201 Flagler Ave Unit STE 507, Key West
$749,000
1 Baths ⋅ 618665 MLS
Welcome to Flagler Center III, a brand-new mixed‑use development currently under construction, with groundbreaking already completed and anticipated completion by the end of 2026. This 1,491 ± sq. ft. commercial space, comprised of two combined units, presents an outstanding opportunity for businesses looking to establish or expand in one of Key West's most sought‑after commercial corridors. The project will feature 14 residential and 14 commercial units (with select units combined), creating built‑in foot traffic and long‑term value. The subject unit includes two separate parcel IDs, allowing it to be split into two individual units, offering exceptional flexibility and strong investment potential. The property offers ample parking and ADA‑compliant access. Delivered as a white box, the space allows buyers to design and build out the interior to suit their specific business needs. Ideal for professional services, medical offices, or retail use, this property benefits from strong rental demand driven by Key West's limited commercial inventory. The prime location provides excellent visibility, consistent foot traffic, and outstanding exposure, making it an excellent opportunity for both owner‑users and investors.

3201 Flagler Ave Unit STE 507, Key West
2601 S Roosevelt Blvd Unit 406A, Key West
$930,000
2 Beds ⋅ 2 Baths ⋅ 617688 MLS
Sunrise Ocean Views from this beautifully renovated Key West By The Sea condo on Smathers Beach. This 2-bedroom, 1.5-bath residence feels like new construction, featuring a fully remodeled kitchen with new appliances, updated bathrooms, new flooring throughout, dimmable lighting, new fans, and more. Recent Mitsubishi mini-split AC and heating system, upgraded electrical panel, water heater, and hurricane-impact soundproof doors and windows are all in pristine condition. This condo shows as new. Enjoy unobstructed ocean views from the balcony overlooking Smathers Beach and the Atlantic Ocean, with paddleboard, kayak, sailboat, parasail, chair, and umbrella rentals just steps away. Key West By The Sea is a gated community offering two swimming pools, two tennis courts, a clubhouse, four laundry rooms, a car-wash station, bike racks, a pet-walking path, and lush fruit trees. This pet-friendly community includes building insurances, cable TV, Wi-Fi, and building/grounds maintenance in the condo fee.

2601 S Roosevelt Blvd Unit 406A, Key West
1405-1409 United St, Key West
$2,790,000
3 Beds ⋅ 3 Baths ⋅ 616089 MLS
Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage. Come and explore these three (3) contiguous, separate lots that all have the City of Key West's, Building Permit Allocation System (BPAS). Total lot SQ FT is 11,968. If you're seeking an opportunity to either build/renovate your future home, or a lucrative development opportunity, or simply to own one of Key West's most unique properties, look no further! It's time to make the move! Come to 1405/1409 United and see that it has the best of all the locations that Key West has to offer. Walking to all the amenities that Key West has, but far enough away from all the noise of the downtown. Plenty of room to make your own mark here. Location, Location, Location is this property. Call today for your private showing!

1405-1409 United St, Key West
103 Front St, Key West
$6,850,000
3 Beds ⋅ 3 Baths ⋅ 617136 MLS
103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. This home is perfect for entertaining on a large scale or enjoying a quiet evening. A dramatic staircase leads to a second floor walkway which is open to the main level. The floor plan provides privacy for each bedroom with the primary suite at one end of the hallway and a guest bedroom suite at the other end. Another guest bedroom and bath are on the first floor creating an option for a first floor primary bedroom. Custom features throughout are evidence of the artistic ingenuity used in the design of this impressive home. The kitchen features custom wood cabinets and granite countertops and is open to the dining area. Tall windows and french doors flood the home with sunlight. This home is perfect for indoor/outdoor entertaining. A wet bar features custom built ins plus an icemaker and refrigerator. Fronted by a white picket fence, the home sits back from the street and is adorned by tropical foliage. This unique structure with thick brick walls and impressivly tall windows offers passers by a glimpse of the historic origins of the Truman Annex. Its location in the heart of old town Key West provides easy walkability to the waterfront promenade, Ft. Taylor beach, cultural venues, shops and restaurants. The property comprises two lots with a large swimming pool and spa plus an outdoor shower between the covered and open air loggia and parking. There's plenty of space for entertaining outdoors under the palm trees. This estate home is one of a kind was restored to the highest standards. One must see this home to appreciate the incredible design and attention to detail that went into this historic treasure.

103 Front St, Key West
1229 5th St, Key West
$1,899,000
6 Beds ⋅ 3 Baths ⋅ 611164 MLS
Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and a safe play area for kids and pets. An in-ground concrete pool with water feature adds to the outdoor appeal, while a storage shed provides extra convenience. Offering a rare combination of convenience and space, this residence is ideally located minutes from schools & grocery stores, while also being near the new Happy Landings Marina and the Key West Yacht Club, making boating a breeze! With a flexible layout and ample space, this property is brimming with possibilities, ready to be tailored to your vision of the perfect island retreat.

1229 5th St, Key West
77 Seaside North Ct, Key West
$1,169,000
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
818 Elizabeth St, Key West
$3,650,000
8 Beds ⋅ 8 Baths ⋅ 618438 MLS
Rare Multi-Family Investment Opportunity in Old Town Key West. This unique property is comprised of eight updated one-bedroom, one-bathroom units. 2 buildings situated on a 5,575 SqFt lot. It offers an exceptional opportunity for employers seeking staff housing, investors interested in a 1031 Exchange, or those considering a condo conversion. Please note that advanced notice is required to arrange showings, and not all units may be available for viewing as they are currently rented.

818 Elizabeth St, Key West
3312 Northside Dr Unit 405, Key West
$343,400
1 Beds ⋅ 1 Baths ⋅ 616493 MLS
IMPORTANT UPDATE TO NOTE: SELLER IS OFFERING A $5,000 BUYER CREDIT THAT CAN BE USED FOR CLOSING COSTS OR TO PREPAY CONDO FEES!! Excellent as an investment, primary residence, second home, or rental property. This condo is conveniently located in a shopping area with easy access to Duval and US 1. It is one of the few gated communities in Key West with secure entry. You have ample parking, storage, pool, tennis court, laundry, on site management, etc. The unit has newer flooring, newer AC unit, updated electrical panel, updated kitchen, newer appliances, even impact rated hurricane windows & doors. Don't miss this opportunity.

3312 Northside Dr Unit 405, Key West
818 Elizabeth St Unit Front, Key West
$899,000
3 Beds ⋅ 3 Baths ⋅ 618708 MLS
Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 3038 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Please note that advanced notice is required to arrange showings.

818 Elizabeth St Unit Front, Key West
1011 Simonton St Unit R1, Key West
$1,799,000
3 Beds ⋅ 3 Baths ⋅ 610882 MLS
Excellent opportunity whether looking for a private residence or an investment. This home will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a private residence. Assigned off street parking right in front of the unit. This property is being offered turnkey. Vacation Rental history available .This home has all hurricane impact windows and doors. making the unit noiseless. This condo is a freestanding building just like a single family home without the maintenance.

1011 Simonton St Unit R1, Key West
1211 Knowles Ln, Key West
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 618863 MLS
Timeless Old Town Charm! Discover the timeless appeal of this beautifully remodeled historic home located in the heart of Old Town, Key West. Offered fully furnished, this stunning 3-bedroom, 2.5-bath residence showcases lovingly restored Dade County Pine and blends classic craftsmanship with today's most desirable upgrades. 1211 Knowles Lane features a versatile 300 sq. ft. loft currently utilized as a third bedroom, office, and additional storage, perfect for flexible island living. Inviting front and side porches set the tone for relaxed Key West living, offering peaceful spaces to unwind and enjoy the tranquil neighborhood. Inside, you're welcomed by bright, spacious living areas highlighted by soaring ceilings and gorgeous flooring throughout the living and dining rooms. The thoughtfully updated kitchen boasts stainless steel appliances, custom cabinetry, and a generous pantry designed for both everyday living and entertaining.The bedrooms are comfortably sized, offering charm and privacy. Bathrooms have been tastefully renovated with contemporary fixtures while preserving the home's historic character. Step outside onto beautiful teak decking into your own private tropical oasis. The backyard retreat features an outdoor shower, hot tub, rooftop deck, and brick-paved driveways creating the ultimate indoor-outdoor island lifestyle. Located in a prime Old Town setting, you're just a leisurely walk or bike ride to Key West's beautiful beaches, renowned restaurants, and vibrant nightlife. *Bonus features: off street parking and located in the x-flood zone.

1211 Knowles Ln, Key West
3841 N Roosevelt Blvd Unit 332, Key West
$1,949,000
2 Beds ⋅ 3 Baths ⋅ 616791 MLS
Experience ultimate elegance at Key West's Beachside Resort & Residences! This third-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income. The Signature King Room (283 sq. ft.) is an intimate, elegantly furnished retreat ideal for up to two guests. The Resort View Suite (1,074 sq. ft.) features an open floor plan with a designer kitchen equipped with Sub-Zero, KitchenAid, GE, and Bosch appliances, dual stainless-steel sinks, and custom cabinetry. The primary suite offers a spa-inspired bath with a sunken jetted tub, tiled shower, and dual vanities. Positioned on open Gulf waters, the Suites private rooftop sundeck provides a front-row seat to Key West's spectacular sunsets. Throughout both units, you'll find 16-inch marble tile flooring, crown molding, and high-end finishes that elevate every detail. Fully furnished and beautifully decorated, this residence is designed for year-round living or part-time ownership—with the convenience of optional on-site rental management when you're away. All doors and windows are engineered to exceed building codes, rated for up to 175 mph winds, ensuring both safety and peace of mind. Resort-style amenities include a private beach, heated waterfront pool and spa, poolside bar & grill, gourmet restaurant, fitness center, valet parking, concierge services, on-site management, and the island's largest conference center. This property presents an extraordinary opportunity to enjoy the best of Key West luxury living—a perfect combination of personal enjoyment and investment performance.

3841 N Roosevelt Blvd Unit 332, Key West
909 Grinnell St, Key West
$1,899,000
7 Beds ⋅ 6 Baths ⋅ 615913 MLS
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! Renovations in progress. Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - 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: one 2-bedroom unit, three 1-bedroom units and 2 studio units. All with separate exterior entrances. Convenient location is close to many Old Town hot spots including world famous Duval St.. Perfect for employee housing or income producing multi-unit property. Advanced notice required before showings and don't expect to see all six of the units at once. Please do NOT disturb tenants. This is a duplicate entry.

909 Grinnell St, Key West
202 Golf Club Dr, Key West
$799,000
2 Beds ⋅ 3 Baths ⋅ 618354 MLS
New impact rated windows, doors, and sliders. Ready for immediate occupancy! This Spa home located in the Sanctuary at the Key West Golf Club features a private dip pool and carport. The first floor is an open floor plan with kitchen, living area and half bath. French doors open to the walled, private rear yard with your own dip pool. Upstairs feature the primary and guest bedroom ensuites. The Key West Golf Club also features a fitness center and large community pool. Listing Broker/Owner is Florida REALTOR and therefore has ownership interest in the property. Very easy to show! Seller financing available.

202 Golf Club Dr, Key West
2601 S Roosevelt Blvd Unit 204A, Key West
$599,000
1 Beds ⋅ 1 Baths ⋅ 618286 MLS
Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath residence located in the desirable 'A' building at Key West by the Sea. This bright and airy condo designed to capture natural light and showcase the stunning beach and ocean scenery. The unit was upgraded through the 2018 Airport Noise Improvement Project and includes hurricane-impact, sound-insulated windows and doors, providing exceptional tranquility throughout the home. Energy-efficient ductless mini-split A/C systems in both the living area and bedroom offer customized comfort year-round. Situated directly across the street from iconic Smathers Beach, this location is ideal for beach lovers and outdoor enthusiasts alike. Enjoy swimming, sunbathing, and watersports, or take advantage of the wide, paved beachfront promenadeâ€'perfect for biking, jogging, skating, or leisurely sunset strolls. The gated Key West by the Sea community offers resort-style amenities including two swimming pools, two tennis courts, a clubhouse, four conveniently located laundry rooms, bike racks, a car-wash station, and a pet walking area. The community is pet-friendly and well maintained, with condo fees covering building insurance, cable TV, security, pest control, and full grounds and building maintenance. After the first year of ownership, the unit may be rented with a minimum two-month term, adding flexibility and investment potential. Whether you're searching for a serene island retreat, a full-time residence, or a smart coastal investment, this oceanview condo delivers the best of Key West livingâ€'location, views, and lifestyleâ€'all in one exceptional package.

2601 S Roosevelt Blvd Unit 204A, Key West
906 Johnson St, Key West
$5,500,000
6 Beds ⋅ 6 Baths ⋅ 618573 MLS
Experience the grandeur of this exceptional six bedroom, five and a half bath estate located on one of the most exclusive streets in Key West. A stunning wall of bougainvillea and the stately front porch welcome you to this 3,751 square foot property on an expansive 10,750 square foot lot that embodies historic Key West architecture. The main residence features four bedrooms, three and half baths of elegant living spaces, including a first-floor mother-in-law suite. Timeless design is found throughout with abundance of natural light and views of the lush, exotic landscape out every window. The great room features 12' ceilings, a curved wall of windows and French doors that lead to the serene, covered porch and outdoor dining space. The kitchen is a chef's dream equipped with new Viking appliances, ample counter space, and a view that overlooks the gorgeous, azure pool. The second level includes a spacious primary suite and two additional guest rooms, one of which has a balcony with treetop views and the island's best spot to view the spectacular 4th of July firework show. Two charming detached guest cottages tucked amongst the gardens offer secluded retreats each with full baths and one offering a living room and kitchenette. The outdoor oasis is defined by the oversized L-shaped pool and outdoor kitchen with built-in Viking grill; the perfect space for entertaining. This property is an exceptional, private sanctuary at an unbeatable location just one block from the crystal-clear Atlantic, tennis and pickleball courts, the esteemed Casa Marina Hotel and iconic White Street Pier. Don't miss the opportunity to call this remarkable estate your home! Seller is a licensed real estate broker and related to the listing agent. Seller is a licensed real estate broker and related to the listing agent.

906 Johnson St, Key West
718 720 Caroline St, Key West
$1,995,000
3 Baths ⋅ 616452 MLS
Introducing a prime investment opportunity at 718-720 Caroline Street, Key West, FL now offered at a 6.7% cap rate. This historic property boasts a 3,424 SF building with three commercial units, offering versatile retail or street retail spaces for savvy investors. Built in 1918 this meticulously-maintained property captures the essence of Key West's rich architectural heritage. With a current 100% occupancy rate, it presents a lucrative prospect for investors seeking a flourishing market with a strong tenant base. Don't miss the chance to own a piece of Key West's history and secure a profitable venture in this sought-after commercial district. Businesses not for sale, please do no disturb the businesses.

718 720 Caroline St, Key West
3314 Northside Dr Unit 46, Key West
$392,000
2 Beds ⋅ 3 Baths ⋅ 615693 MLS
This is a SHORT SALE and is subject to lender approval. Opportunity for you to have an island of Key West lifestyle! Whether a primary home or investment, this condo should be on your list -- great location, multi-level living, and covered deeded parking. Located near the center of the island conveniently located close to shopping plazas, movie theater, schools and dining as well as being just a few minutes from the heart of Old Town Key West. With two bedrooms and two bath, plus a central area half bath, and private patio, this home is an attractive option for any Buyer wanting Key West island living. The condo complex has a large pool for residents' use and the monthly condo fee includes exterior building insurance and maintenance. It is a great day to be in Key West each and every day!

3314 Northside Dr Unit 46, Key West
1505 Johnson St, Key West
$1,474,000
3 Beds ⋅ 3 Baths ⋅ 617589 MLS
POOL & POOL HOUSE COMPLETED! Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. A newly constructed elevated 256 sq ft guesthouse with a kitchenette and bathroom. Professional landscaping, pavers and low maintenance artificial grass lead to the brand new heated pool. Irrigation and landscape lighting installed. Main house needs some renovations throughout but has been partially updated and is perfectly livable. Must see!!

1505 Johnson St, Key West
1432 Eliza St, Key West
$799,000
5 Beds ⋅ 2 Baths ⋅ 618514 MLS
EXCELLENT OPPORTUNITY! EXCELLENT LOCATION! OWNER FINANCING AVAILABLE! This duplex offers several terrific options for the buyer -- from building a brand new single family home in a prime location to a top to bottom renovation project. In either case, you could choose to make it your own, or make it an income producing investment by living in one side and renting out the other or even renovating it to sell. Additionally, this property would be perfect for staff housing. Plus owner financing! Plenty of options in a great location make this one to see.

1432 Eliza St, Key West
3424 N Roosevelt Blvd, Key West
$5,200,000
3 Baths ⋅ 617330 MLS
Prime Commercial Property in Iconic Key West - High Visibility & Versatility! This property offers a rare opportunity to own a substantial commercial footprint in one of Florida's most iconic destinations. Whether you're expanding a brand, launching a new concept, or investing in Key West's vibrant market, 3424 N Roosevelt Blvd is a strategic asset with flexible potential. Location Highlights include: • Strategic Location - Located on Key West's main commercial corridor • Proximity - 7 minutes (2.5 miles) to Key West International Airport • Exceptional Visibility - High traffic exposure from both locals and tourists • Surrounded by Amenities -Including hotels, restaurants, banks, shops, fitness centers, and grocery stores. Property Details • Building Square Footage: 3,420 sq ft • Building w/ Tiki: 7,491 sq ft • Lot Square Footage: 36,002 sq ft • Frontage: 155 feet Current Use • Vehicle - Rentals Currently operates as a successful vehicle rental business. • Service Department - Features a care center with six service bays. Business Opportunity sold separately, inquire with agent.

3424 N Roosevelt Blvd, Key West
20 Kingfisher Ln, Key West
$1,060,000
3 Beds ⋅ 3 Baths ⋅ 618186 MLS
At the end of wide, quiet cul-de-sac, life naturally slows, sunsets linger, 20 Kingfisher reveals itself as a private island retreat @ KW Golf Club. Inviting brick walkway, lush tropical landscaping, river rock, lead to freshly painted front steps, welcoming front veranda that set the tone, refined, thoughtfully cared for. This home feels loved the moment you arrive. Inside, warmth & craftsmanship take center stage. Rich heart pine flooring grounds the main level, continuing up the staircase. Elegant, functional fully remodeled kitchen features custom cottage-style wooden cabinetry, soft-close drawers, luxurious granite countertops, beautiful built-in storage beneath the breakfast bar. All upgraded stainless appliances complete the space: new dishwasher, radiant cooktop range w/double ovens/convection, microwave, French-door refrigerator/freezer, every detail chosen for beauty & performance. From the living area, the home opens to a captivating, expanded screened rear veranda overlooking the lake, the #2 tee box & S.W. sky that delivers breathtaking sunsets. When the Royal Poinciana bursts into bloom, its fiery canopy becomes a work of art, reflected in the water, glowing at dusk, unforgettable! Upstairs, the home transforms into a tranquil private retreat. High-end luxury vinyl plank flooring w/padded underlayment provides a cushioned ''walking on air'' feel, waterproof, elegant, designed for long-term comfort. 2 spacious en-suite bedrooms anchor the 2nd level, defined by cozy architectural charm w/gentle eaved rooflines, adding character & intimate cottage feel. The primary suite is inviting w/a generous double closet & large built-in storage. En-suite bath is a true showpiece, featuring new pendant lighting, fully tiled walk-in shower w/built-in bench, wrapped in vibrant royal blue/burgundy ceramic tile. Guest bdrm. is mirrored image w/lg. extended closet. 3rd bdrm. is office/study. Private heated resurfaced pool upgraded w/steps/railing is divine. So much more!

20 Kingfisher Ln, Key West
405 Petronia St, Key West
$2,999,999
2 Beds ⋅ 4 Baths ⋅ 616727 MLS
Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

405 Petronia St, Key West
3205 Pearl Ave, Key West
$599,000
2 Beds ⋅ 2 Baths ⋅ 617888 MLS
Located in one of Key West's most desirable townhome communities, this inviting residence offers comfort, flexibility, and value — all with no HOA and no monthly fees. The main level features a full bathroom with a shower, along with washer and dryer conveniently located on the outside porch. The living area flows seamlessly into a well-sized kitchen and dining space, creating an easy and functional layout for everyday living. Upstairs, you'll find two bedrooms, a full bath, and a private deck accessible from both bedrooms, offering a peaceful spot to enjoy the island breezes. This home presents wonderful potential and works beautifully as either a primary residence or an investment property. The property is fenced, private, and ideally located in New Town, Key West, close to shopping, dining, and everyday conveniences. A rare opportunity to own in a well-established Key West community — don't miss your chance to make it yours.

3205 Pearl Ave, Key West
524 Eaton St Unit 215, Key West
$1,500
2 Baths ⋅ 617942 MLS
Offices on Eaton Street located in downtown Key West. If you are looking for a small private office join the friendly business environment at Key West Theater catering to local small business owners. Office 215 is a corner office with a large open space and close, approximately 320sq.ft. Wifi, electric and water included.

524 Eaton St Unit 215, Key West
123 Golf Club Dr, Key West
$669,000
2 Beds ⋅ 2 Baths ⋅ 618405 MLS
Step inside this lovely townhome nestled in the secluded Key West Golf Club community! This 2 beds, 1.5 baths home is offered turnkey, it has been beautifully updated showcasing colorful tropical vibes with freshly painted walls, new cabinets, countertops and appliances. Adding to the list and for your peace of mind is a newer AC system, new impact windows, new LVP flooring, IPE on front and back stairs and Truly Nolan termite bond among others. Currently a well performing vacation rental , the condo offers the flexibility to utilize it as either an income producing source or as a comfortable full time home.

123 Golf Club Dr, Key West
1521 Rose St, Key West
$798,000
2 Beds ⋅ 1 Baths ⋅ 608965 MLS
Tare Down You can build your dream house to your specifications just 4 houses to the beach. Close to the White Street pier. Walk to pickle ball and tennis courts. Higgs beach is just 3 minutes away. Ride your bikes to Duval Street only 1.3 mile away. This large corner lot is perfectly located. Even the birds know when to fly South.

1521 Rose St, Key West
1609 United St, Key West
$2,199,000
6 Beds ⋅ 5 Baths ⋅ 617882 MLS
This versatile 3-family property offers a rare blend of privacy & income potential. Designed as 3 distinct residences, each with a private entrance and it's own kitchen and w/d, the property is ideal for an owner-occupant seeking rental income or an investment for long term, vacation rentals or family compound. Main Level - Primary Residence: The spacious downstairs layout features a 2 bed, 2 bath, open-concept living area & updated kitchen w/ quartz countertops, wine cooler, & pantry overlooking the pool. The master suite has a built-in office, a custom walk-in closet system, & updated bath w/walk in shower. Main Level - Guest Suite is freshly painted w/private entrance, full kitchen, dedicated laundry, & full bathroom. Upper Level -3 beds & 2 baths, w/d, private entrance, French doors & balconies overlook the backyard foliage & pool. The 2nd remodeled bathroom services the 2 bedrooms, 1 of which is used as a media room. The open Living room/Kitchen has built-in wall shelves, The secluded backyard features a heated/chilled saltwater pool w/custom water feature by renowned master potter Jay Gogin. The grounds are secured by unique bamboo fencing and include a refreshing outdoor shower. Whole-house Generac generator and a large Rheem on-demand gas tankless water heater. Front of the house features an elevated patio overlooking the street. metal roof, accordion/panel storm shutters, & 2 driveways as well as 3 off-street parking . Need 24 hour notice to show!

1609 United St, Key West