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$665,000
2 Beds ⋅ 2 Baths ⋅ 620447 MLS
3200 Harriet Avenue | Key West, FL Tucked away on a desirable corner lot, this spacious 2-bedroom, 1.5-bath townhouse offers 1,332 square feet of comfortable living and one of the largest floor plans in the community. Combining privacy, generous living space, and exceptional outdoor amenities, this home is a rare find in Key West. One of the property's most appealing features is the absence of HOA fees, allowing you to enjoy all the benefits of homeownership without monthly association dues or restrictive community fees. It's a rare opportunity to own a spacious townhouse with the freedom and flexibility typically associated with a single-family home. Step outside to your own private pool, creating the perfect setting for entertaining, relaxing, or enjoying the tropical island lifestyle year-round. The corner-lot location provides added privacy and outdoor space, making this home feel even more secluded. Inside, the well-designed floor plan offers bright, inviting living spaces with plenty of room to gather, work from home, or simply unwind after a day on the water. Conveniently located in New Town, 3200 Harriet Avenue is just minutes from shopping, dining, schools, beaches, and all that Old Town Key West has to offer. Whether you're looking for a primary residence, vacation home, or investment property, this home delivers an outstanding combination of space, privacy, and the quintessential Key West lifestyle.

3200 Harriet Ave, Key West
$2,385,000
3 Beds ⋅ 4 Baths ⋅ 620437 MLS
Limited time buyer incentive - as an added bonus, the sale now includes a low-mile 2021 Jeep Wrangler Sahara Convertible--giving you the complete Key West lifestyle with the perfect island ride from day one. Welcome to your quintessential Old Town retreat, where classic Key West character has been thoughtfully restored into a warm, inviting home designed for easy island living. This entire property has undergone substantial renovations & a comprehensive transformation. Beautifully reimagined & built for entertaining, the now 3-bedroom, 3.5-bath residence boasts nearly 1,900 sq ft of effortless indoor-outdoor living with every bedroom featuring its own en suite bath including an optional first-floor primary suite. Beneath a magnificent Royal Poinciana tree, the inviting front porch opens to bright, airy living spaces accented by white pine floors and a seamless flow designed for entertaining. The chef's kitchen showcases natural oak shaker cabinetry, Calacatta Miraggio Gold quartz countertops, Bertazzoni appliances, a Dade County Pine accent wall, and timeless finishes that blend warmth with sophistication. French doors lead to a private tropical oasis featuring Ipe hardwood decking, a newly rebuilt saltwater pool and spa, and lush, low-maintenance native landscaping. Upstairs, an expansive wraparound balcony overlooks a mature fruit-bearing mango tree--an unmistakable touch of Old Town charm. Additional highlights include off-street parking, the coveted X Flood Zone, and designer furnishings throughout, allowing for an effortless, move-in-ready experience. Ideally located just one block from vibrant White Street and a short walk or bike ride to the beach, Duval Street, restaurants, galleries, and waterfront attractions, this exceptional property is equally suited as a private island retreat, luxury vacation rental, or full-time residence.

1033 Catherine St, Key West
$789,000
2 Beds ⋅ 2 Baths ⋅ 620436 MLS
Welcome to Your Own Slice of Paradise! Pack your flip flops and leave your worries at the door! This enchanting Key West gem is ready to make your island dreams a reality! Nestled in the heart of the Conch Republic, 2005 Fogarty Avenue is the kind of home that makes you exhale the moment you arrive.This beautifully updated 2 bedroom, 2 full bath cottage is bursting with Key West charm and curb appeal. From the moment you step inside, you'll fall in love with the character and that unmistakable colorful warmth that only Key West living can deliver. Best of all? It's fully furnished and completely move-in ready. Just bring your toothbrush and your sunscreen, because everything else is already waiting for you.The versatile bonus space offers endless possibilities! Want a home office, guest overflow, art studio, workshop, or your very own private retreat? Step outside and discover the real showstopper: a spacious, lushly landscaped backyard that's practically begging for a sparkling pool 🏊. Whether you envision weekend soirĂ©es under the stars, a private tropical oasis, or the ultimate vacation rental income producer, this backyard delivers the canvas. Practical perks? You've got those too. Off-street parking is a rare and treasured luxury in Key West and this property has it. No more circling the block after a long day at the beach. Located just moments from world-famous Duval Street, celebrated dining, vibrant nightlife, the Historic Seaport, and those legendary Key West sunsets 🌅, this property places you at the very center of the island lifestyle while offering a peaceful, private retreat to come home to.✨ Highlights at a Glance: 2 Bedrooms | 2 Full BathsBonus/Flex SpaceFully Furnished & Move-In ReadyUpdated ThroughoutExpansive Backyard with Pool Potential, Off-Street Parking, central Key West Location. If you're searching for a full-time residence, a vacation escape, or a high-demand rental investment, 2005 Fogarty Ave checks all the boxes

2005 Fogarty Ave, Key West
$915,000
3 Beds ⋅ 2 Baths ⋅ 620435 MLS
Welcome to 2317 Fogarty Avenue, a beautifully updated 3-bedroom, 2-bathroom home ideally located in the heart of Key West. Combining modern upgrades with island charm, this centrally located residence offers comfortable living just minutes from beaches, shopping, dining, schools, and all that Key West has to offer. The updated kitchen features elegant porcelain countertops, Café appliances, and a newly installed range hood. Recent improvements include a new metal roof (2025) and A/C coils replaced in 2026, providing added peace of mind. An added bonus is the spacious attic, offering valuable storage space--a rare and highly desirable feature in Key West. Step outside to a spacious backyard with mature banana trees, plenty of room to add a pool, and space to create your own private island oasis. A double driveway provides ample off-street parking. Whether you're searching for a full-time residence, a second home, or an investment opportunity, this move-in-ready property offers the perfect blend of comfort, convenience, and island living. Owner is a licensed Florida real estate agent.

2317 Fogarty Ave, Key West
$3,500,000
5 Beds ⋅ 5 Baths ⋅ 620434 MLS
First Time on the Market in 26 Years! Just 79 steps from Duval Street, this extraordinary Historic Victorian estate presents a rare opportunity to own one of Key West's most iconic and meticulously maintained properties. Featuring 6+ Off-Street Parking Spaces, 5 bedrooms and 5 bathrooms, this stunning residence embodies the Key West lifestyle with expansive wraparound porches,timeless architectural details, and an unbeatable Old Town location.Originally renovated in 2001 and thoughtfully updated through 2025, the property blends historic character with modern functionality.. Situated on a generous 6,700-square-foot lot, the property offers parking for up to nine vehicles--an exceptional amenity in Old Town Key West--with ample space remaining for the addition of a private pool. Enjoy picturesque views of the surrounding historic district from the expansive porches while embracing the relaxed island atmosphere that defines Key West living. A unique and valuable feature of the property is its 15,000-gallon underground rainwater harvesting cistern, measuring approximately 11' x 13' x 19'. Designed and constructed by a retired Boeing piping engineer, the system incorporates a dual-chamber design, allowing one chamber to remain in service while the other is isolated for inspection, cleaning, and maintenance. The home's roof drainage system has been professionally plumbed to collect and direct rainwater into the cistern, with a diverter valve that allows water to be routed either into storage or discharged into the yard. With the addition of a pump, this impressive system can be reactivated for irrigation and other sustainable water-management uses.Offering historic significance, income potential, abundant parking, modern updates, and a truly rare engineering feature, this exceptional property is a one-of-a-kind opportunity in the heart of Old Town.Corner Lane Lot: dimensions 50' x 134 Bike Rack Stays!

416 Fleming St, Key West
$799,000
2 Beds ⋅ 2 Baths ⋅ 620402 MLS
Welcome to this charming 2-bedroom, 2-bath Conch house offering 1,216 sq. ft. of comfortable living space in one of Key West's most convenient locations. The home is filled with warmth and character, highlighted by vaulted wood ceilings with exposed beams that create an inviting coastal atmosphere. Natural light pours through the impact windows and full wall of sliding glass doors, while the thoughtful floor plan provides comfortable areas for both everyday living and entertaining. The well-appointed kitchen offers ample cabinetry, generous counter space and bar seating that creates a natural gathering place for family and guests. A dedicated laundry area adds every day convenience, while the home's open and functional layout enhances its comfortable coastal appeal. An inviting Florida Room extends the living area and serves as the perfect connection to the private backyard retreat. Step outside to discover your own massive fenced-in backyard designed for relaxation, featuring lush landscaping, a hot tub and plenty of entertaining space. Centrally located in New Town, you'll enjoy easy access to beaches, shopping, restaurants, schools, and all the attractions that make island living so desirable. Whether you're looking for a full-time residence, seasonal escape, or island investment, this Key West home offers comfort, character and an exceptional location.

3715 Flagler Ave, Key West
$985,000
3 Beds ⋅ 1 Baths ⋅ 620399 MLS
Discover the timeless charm of Key West living at 1222 Florida Street, ideally positioned in the highly sought-after White Street Gallery District. Just a short stroll from Higgs Beach, the White Street Pier, neighborhood parks, tennis and pickleball courts, and less than a mile from the restaurants, boutiques, galleries, and nightlife of iconic Duval Street, this location offers the perfect balance of tranquility and convenience. Offering approximately 1,580 square feet of living space, the residence features an inviting floor plan filled with natural light and comfortable gathering spaces designed for everyday living and effortless entertaining. Spacious bedrooms and flexible living areas provide versatility for a primary residence, seasonal escape, or investment property. With 2 bedrooms and 1 bathroom on the first floor and a huge loft room upstairs. Outdoor living is an essential part of the island lifestyle, and this property offers the opportunity to create your own private tropical oasis with room to add a pool or simply bring your furniture and enjoy the privacy with a fully fenced yard and off street parking. The surrounding neighborhood is celebrated for its tree-lined streets, historic charm, vibrant arts community, and exceptional walkability. Spend your mornings biking to the beach, afternoons exploring local galleries and evenings enjoying world-class dining! Located in a 28-day rental zoning.

1222 Florida St, Key West
$819,000
1 Beds ⋅ 1 Baths ⋅ 620379 MLS
This elegant historic Old Town cottage is a rare offering paired with a highly competitive price. In addition, it is being sold completely turnkey! Sparkling, gallery-like, and filled with natural light, this beautifully renovated Old Town Key West cottage offers the perfect blend of charm, privacy, and modern comfort. Tucked away on a quiet one-way street, this tropical retreat is just a short stroll to Cafe Sole, Little Pearl, Fausto's Food Palace, local bakeries, and charming boutiques. Renovated down to the studs, the home features vaulted ceilings and an open-concept layout where the gourmet kitchen, entertainment bar, and living area come together to create a bright, welcoming gathering space. True to the Key West lifestyle, an expansive sliding glass door opens to a serene tropical oasis framed by lush fig vines, Spanish lime trees, swaying palms, and a majestic Royal Poinciana tree, where morning coffee, afternoon cocktails, and evenings under the stars become part of everyday life. The property also offers dedicated off-street golf cart parking, potential for a small pool, and no HOA fees, further enhancing its appeal as a private sanctuary. Thoughtfully selected upscale finishes include solid teak flooring, granite countertops, and a beautifully appointed Calacatta marble shower tub. The renovation includes all-new electrical and plumbing systems, an efficient tankless hot water heater, a metal roof, impact-rated windows and opening protections, and stylish finishes throughout. Situated in the desirable X Flood Zone, the property offers an added layer of peace of mind with reduced flood risk concerns. Steeped in Key West history, this charming cottage was once home to a local cigar maker, offering a connection to the island's rich cultural heritage while embracing the pleasures of contemporary living.

1105 Olivia St, Key West
$1,325,000
2 Beds ⋅ 2 Baths ⋅ 620360 MLS
Tucked into the heart of Old Town Key West, this beautifully renovated duplex offers two distinct 1-bedroom, 1-bath residences, each finished with a refined European style kitchen. Clean lines, quality cabinetry, and thoughtful detailing give both sides a fresh, elevated feel while preserving the easygoing island character that makes Old Town so sought after. Each unit lives comfortably and independently, making this an ideal setup for an owner-occupant looking to offset costs, an investor seeking dual income streams, or a buyer wanting a flexible space for family and guests. Private yard space adds room to garden, relax, or entertain under the palms, a true rarity at this address.

1126 Grinnell St, Key West
$625,000
2 Beds ⋅ 2 Baths ⋅ 620312 MLS
One owner since new, this Key West Golf Club townhome has been maintained with a new roof, new A/C, and an updated kitchen and baths -- the major systems and finishes are already done. Tile runs throughout the first floor, which opens across the kitchen, dining, and living space, plus a half bath for guests. Upstairs holds two bedrooms and a full bath finished with durable, eco-friendly cork flooring -- a resilient, long-lasting surface prized for comfort underfoot and sustainability -- along with a permitted enclosure of the front balcony that adds livable space most units in the complex don't have, plus an in-unit washer/dryer and dedicated storage. Outdoor living wraps the home front to back: a covered front porch, two screened back porches, and a fenced yard built for grilling and entertaining. The community pool, gym, and Zen garden are steps away. The location is what sets this community apart. Key West Golf Club is the island's only gated golf-course community -- a Rees Jones-designed 18-hole course, on-site bar and grill, two pools, a fitness center, and 24-hour gated security. Old Town, the beaches, and the marinas are a quick car or bike ride away. HOA dues are reasonable and cover cable and common-area maintenance. Zoning allows 30-day minimum rentals, so the unit works for seasonal income, long-term tenancy, or part-time ownership. The numbers back it up: at 871 verified square feet, this is the largest 2-bedroom, 1.5-bath townhome currently listed in the community -- and at $718 per square foot, the lowest-priced per foot in its category. Owner financing may be considered for qualified buyers, adding flexibility rarely found in this market. One careful owner, move-in ready, priced to move, in a location that doesn't come around often. Schedule your private showing today.

1 Spoonbill Way, Key West
$2,800,000
2 Beds ⋅ 2 Baths ⋅ 620355 MLS
High Income-Producing Transient Licensed Gem in the Heart of Old Town Key West! Rare opportunity to own a highly sought-after transient licensed vacation rental in one of Key West's most desirable Old Town locations. This charming 2-bedroom, 2-bath home also features a versatile bonus room, offering additional space for guests, a home office, or a creative retreat. Thoughtfully updated from top to bottom, the property boasts a new roof, A/C system, appliances, water heater, furniture, decking, pool and much more--providing a truly turnkey investment. A proven performer, this popular vacation rental enjoys strong occupancy, excellent reviews, and consistent income potential. ''Potter's Cottage'' a true Key West conch house, showcases artistic character and unique touches of the former owner who was a well known Key West potter, creating an authentic Key West experience that guests love. Outside, enjoy a beautifully refreshed salt water pool area, a covered lanai, an outdoor shower, new Trex decking, and inviting outdoor living spaces designed for relaxation and entertaining. The quaint front porch offers the perfect spot to unwind and soak in the vibrant neighborhood atmosphere. Ideally situated in the heart of Old Town, you're just steps from Duval Street, world-class dining, shopping, galleries, entertainment, and historic attractions. Leave the car behind--everything Key West has to offer is within easy walking or biking distance. Whether you're seeking a profitable investment, a personal island getaway, or the best of both worlds, this exceptional property delivers. A buyer can step into existing bookings and reputation on day one, proven 5.0 rating, 100 plus reviews and strong repeat bookings. Schedule your private showing today and discover this outstanding Key West opportunity.

1009 Whitehead St, Key West
$3,800,000
3 Beds ⋅ 3 Baths ⋅ 620343 MLS
First time offered in more than 25 years, this beloved Old Town address presents a rare opportunity to own a complete compound on one of Key West's most private and premier streets. Located in the desirable X flood zone, the property features three bedrooms, three baths, and off-street parking for two vehicles. Rich in character and timeless Key West architecture, the home showcases beautifully white-painted, Dade County pine floors and walls, crown molding, and an open-concept living space. Dramatic cathedral ceilings in the living and dining areas create an airy, expansive atmosphere filled with natural light. The main residence offers excellent storage with multiple closets, two spacious bedrooms each with a private en-suite bath, a dedicated library/office, and a separate utility room. True to classic indoor-outdoor island living, French doors open from nearly every room, leading to a private oasis designed for entertaining. The backyard features a private 26' x 11' heated pool accented by dual waterfalls, a gas fire pit, an outdoor shower, and an expansive patio surrounded by lush landscaping. Enjoy the large, comfortable covered porch, perfect for enjoying coffee and the morning paper or an afternoon nap. Guests will be delighted to stay in the detached cottage with ample closet space and a beautifully appointed bath finished with floor-to-ceiling glass tile. Thoughtfully designed, the bath offers dual access--one entrance from the bedroom and another directly from the patio--making it an ideal pool bath. Adding to the property's charm is a lighted turf area with an added surprise, perfect for large parties and room for the kids or pets to play. Relax on the front porch, currently separated from the back porch by a privacy wall. With a small extension, the home's original wraparound design can be fully restored. This extraordinary opportunity to own a classic period home in the heart of Old Town is not to be missed. Call today to schedule your private showing.

619 Ashe St, Key West
$1,850,000
2 Baths ⋅ 620342 MLS
701 Simonton Street offers a standout commercial presence in the heart of Old Town Key West, positioned on the highly visible corner of Simonton and Angela Streets. This single-story commercial building features 1,745 square feet of functional interior space on a 6,510 square foot lot, with 8+ off-street parking spaces and a convenient drive-through parking layout. The existing floor plan includes five private offices, a reception/lobby area, storage, central air conditioning, and a security system, creating flexibility for many uses. Frame construction, a metal roof, and an X flood zone location add practical appeal for an owner-user or investor. Located in the Historic Neighborhood Commercial (HNC-1) zoning district, this corner property offers strong visibility, convenient access, and rare on-site parking in one of Key West's most established and walkable Old Town locations.

701 Simonton St, Key West
$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
$2,685,000
4 Beds ⋅ 5 Baths ⋅ 620332 MLS
Brand-new construction in one of Key West's most desirable residential neighborhoods, the Casa Marina area of Old Town, just blocks from upper Duval Street and four blocks from the beach. This 4 bedroom, 4.5 bath single-family home blends modern durability with relaxed island living, offering the ease of low-maintenance ownership in the highly sought-after X flood zone. Built in 2026 to Florida's toughest standards, the home features concrete board siding, impact doors and windows, and an elevated first floor. The construction is designed to withstand winds up to 180 MPH. Inside, spacious living areas with high ceilings flow comfortably to a private outdoor retreat with an inground pool and water features. All bedrooms are en-suite, with one located on the first floor. A $15,000 builder appliance credit allows you to choose the finishes and appliance brands, at cost, that best suit your lifestyle. Off-street parking adds everyday convenience, while reclaimed wood accents from the historic schooner Western Union bring a meaningful connection to Key West history into the architecture. Quiet, private, and close to everything, this home offers luxury, walkability, and the best of Key West living.

1316 Royal St Unit 6, Key West
$895,000
4 Beds ⋅ 2 Baths ⋅ 620315 MLS
This large home on an extra large 6300 sf corner lot is an excellent opportunity for a renovation project. The main home is just under 1600 sf and consists of 4 bedrooms and 2 bathrooms and there is also a good sized detached structure of almost 200 sf that could be turned in to, among other ideas, an extra bedroom, artist's studio or pool cabana. The home had the roof replaced in 2014 and has storm shutters. There are terrazzo floors. The extra large lot has sour orange, Spanish lime and banana trees, off street parking and plenty of room for a pool.

3746 Paula Ave, Key West
$18,500
13 Baths ⋅ 620313 MLS
Rare opportunity to Lease a turnkey Restaurant and Bar in the heart of downtown Key West. Property sits just 1/2 Block off Duval St., Greene St. and Caroline Streets at the corner of Charles St. and Telegraph Lane. 2 Parcels of land with 3,648 sf. of leaseable space in 3 buildings. Venue includes 2 outdoor bars, music stage, large bathrooms and a fully equiped kitchen, plus all furniture and fixtures. Big bonus, to offset rent, there is a Tattoo parlor sublease and 6 (six) 1 bedroom, one bath apartments on the 2nd floor for income. Restaurant is licensed for over 175 seats and has a capacity of over 200 people. Great location in Old Town, in the middle of the Restaurant and Bar scene downtown. Walk by traffic everywhere and just steps from Sloppy Joe's, Irish Kevin's, Hog's Breath Saloon and directly across from Rick's & Dirty Harry's. Rent breakdown is as follows: $18,500 Base rent per month, NNN with real estate taxes paid monthly. Plus additional $3,500/mos. for use of the Unrestricted 5 COP liquor license in a seperate agreement. New Equipment of $200,000 negotiable. 5 year Lease Term available.

4 And 6 Charles St, Key West
$865,000
2 Beds ⋅ 1 Baths ⋅ 620303 MLS
Freshly relaunched and ready for its next chapter, this beautifully maintained 2-bedroom, 1-bath condo in Shipyard offers the Key West lifestyle everyone is looking for: easy living, a sought-after location, and true indoor-outdoor charm. Set on the second floor, the condo features two private balconies, one in front and one in back, perfect for enjoying tropical breezes, morning coffee, or a quiet moment after a day downtown. Inside, the open living area flows comfortably into a modern kitchen, creating an inviting space for relaxing or entertaining. A uniquely spacious bathroom, rarely found in Shipyard condos, adds extra comfort and practicality. Offered fully furnished, this home is move-in ready and well positioned for personal use or rental income. The lushly landscaped Shipyard community offers a pool, winding paths, and a peaceful setting just moments from Fort Zachary Taylor State Park, the waterfront, Truman Annex, and the restaurants, galleries, and energy of Duval Street. Whether you are looking for a Key West getaway, full-time island home, or investment property, this condo delivers location, lifestyle, and ease in one of Old Town's most desirable communities.

204 Southard St Unit 5, Key West
$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
$2,999,000
3 Beds ⋅ 4 Baths ⋅ 620286 MLS
1627 Johnson St. -- A Legacy of Design, A Life Fully Lived. Some homes reveal themselves slowly -- and this is one of them. Designed by the late Michael Ingram, one of Key West's most celebrated architects, this was his final project and, for three years, his own home. He built it the way he lived -- with intention, precision, and an uncompromising commitment to quality that no passing glance from the street could convey. Step through the gate and the story becomes immediately clear. Completed in 2019 on an oversized 7,200-square-foot corner lot, the residence is enclosed by solid concrete walls that create a world entirely apart -- private, lush, and serene. Soaring vaulted ceilings, white oak floors, and six skylights flood the open living spaces with natural light. Impact-rated windows and doors, automatic electric blinds throughout, and a built-in generator ensure effortless comfort in every season. The kitchen features a gas stove, custom cabinetry, and a butler's pantry. The primary suite is finished in deep charcoal tones with an oversized shower. The current owner layered Ingram's architecture with a fearless, joyful personality entirely their own -- designer wallpaper in sweeping hues of hot pink crowns the guest room ceiling, setting the tone for interiors that are bold, tropical, and entirely alive. Offered fully furnished and move-in ready. Outside, the resort-style experience unfolds across an elevated pool with an infinity-edge waterfall, in-pool lounge chairs, and a bespoke weatherproof TV enclosure -- custom-designed to open automatically so you never have to leave the water. The surrounding IPE hardwood deck, prized for its density and natural resistance to the elements, frames it all beautifully. Mature palms, lush tropical plantings, a covered two-car carport, and a detached one-bedroom guest house -- ideal for visitors, rental income, or a private office -- complete a property that simply cannot be appreciated from the street.

1627 Johnson St, Key West
$225,000
620189 MLS
Best wet slip deal in Key West for up to 35' x 15' boat. Gated secure marina community with Bellingham floating docks, plenty of parking, a clubhouse and pool. This slip keeps your boat out of the water and includes a $30,000 HARBOR HOIST BOAT LIFT. Immediately across marina is fuel dock and ship's store. Drive in and park your car, start up your boat and immediately enjoy ingress / egress to the Gulf of Mexico and the Atlantic Ocean. Liveaboard limited to 2 nights per week / max 7 nights per month.

5555 College Rd Unit Dolphin 7, Key West
$799,000
2 Beds ⋅ 1 Baths ⋅ 620282 MLS
If you are looking for a renovation property or clean slate to design your own Key West cottage, 210 Angela is it. This single-story Conch-style home offers 760 sq. ft. of interior living space- currently configured with a 2-bedroom, 1-bathroom floor plan on a 1,998 sq. ft. lot. Positioned entirely within the highly desirable X Flood Zone, this property represents a true blank canvas for an investor, flipper, or permanent resident looking to build equity from the ground up.The property features a fenced yard area ready to be reimagined into a private island oasis. Don't miss this rare opportunity to create a custom Key West retreat at an attainable price point. Showings are limited and require advance notice- long-term tenant in place until 9/30/26. Property is being sold as-is.

210 Angela St, Key West
$12,000
1 Baths ⋅ 620233 MLS
Rare Duval Street lease opportunity in the heart of Old Town Key West. This approximately 500 SF street-front space offers exceptional visibility and direct frontage along one of Key West's most active commercial corridors. The space includes a walk-in cooler, bar area, and private restroom, making it well suited for beverage service, grab-and-go concepts, specialty retail, or other high-traffic commercial uses. Positioned in the center of Key West's tourism district, this is a unique opportunity to establish a presence in one of the island's most sought-after retail locations. Rent quoted is monthly base rent only; triple net expenses are additional.

221 Duval St Unit 2, Key West
$7,500
1 Beds ⋅ 2 Baths ⋅ 620225 MLS
Rare leasing opportunity in the heart of Old Town Key West. The property offers approximately 1,398 square feet, consisting of 1,078 square feet of ground-floor commercial space plus an additional 320-square-foot loft/workspace area. The space is well suited for a variety of retail, office, gallery, or service-oriented uses. In addition to the interior space, the property features usable front, side, and rear outdoor areas, including a large backyard that may be ideal for outdoor seating, storage, displays, events, or other complementary business uses. Located in a highly desirable Old Town location with excellent visibility and accessibility, this unique property offers flexibility that is difficult to find in the Key West market. Base rent only; NNN expenses not included.

408 Greene St, Key West
$3,495,000
4 Beds ⋅ 5 Baths ⋅ 620222 MLS
Caroline Street, steps from the Historic Seaport. This is the Key West people picture before they ever get here. Built in the late 1800s as a cigar factory, when Key West was the cigar capital of the country. That origin is why it lives so much larger than the cottages around it: the volume, the ceiling height, the proportions of a working building rather than a bungalow. The Dade County pine is original, refinished rather than replaced, and irreplaceable. What 2023 changed was everything behind it -- raised to modern flood elevation, impact-rated windows and doors, and finishes chosen by a designer who wasn't in a hurry. Native coral walls, Jerusalem limestone, terrazzo, and marble under high ceilings. Out front, double balconies span the facade -- the real living room here. Coffee on the upper, cocktails on the lower, and Caroline Street putting on its show below: the walk to the Seaport, the whole slow parade of Old Town. Out back, collapsing glass doors open to the garden: a heated and chilled plunge pool with waterfall, walled and private -- the kind of courtyard that makes 4pm the best hour of the day. Four bedrooms, four en-suite baths, plus a guest half bath. The oversized upstairs primary has walk-in closets and a spa-caliber bath with double shower, artist-made cabinetry, and coral detail you won't see twice. A second primary on the main floor adds flexibility, plus a loft/office upstairs. The kitchen was built for how people actually entertain here: a six-seat island, full JennAir package, open flow to the living and dining rooms. And it earns from day one. High six-figures in booked rental revenue transfers with the sale, repeat guests already on the calendar. Residence, winter escape, or income property -- it does all three. Sold furnished. No HOA. Seller financing possible. Three minutes to Duval. One minute to the shrimp boats. Homes on this block rarely trade, and almost never finished like this.

710 Caroline St, Key West
$868,000
2 Beds ⋅ 2 Baths ⋅ 620198 MLS
Rare opportunity to own a transiently licensed 2-bedroom, 2-bathroom condo in Key West, offering exceptional flexibility for personal use and short-term vacation rental income. Located within the sought-after Sunrise Suites community, this beautifully updated residence combines modern coastal style with a prime island location just minutes from beaches, Old Town, and Key West's most popular attractions. Inside, you'll find a bright, open-concept living space featuring elegant quartz countertops, contemporary white cabinetry, and a thoughtfully designed layout that maximizes comfort and functionality. The spacious primary suite and guest bedroom provide comfortable accommodations, while the open living and dining areas create the perfect setting for relaxing or entertaining. A private balcony offers the ideal place to unwind and enjoy breathtaking sunset views over the island. This turnkey condo is equipped with a beautifully updated kitchen, in-unit washer and dryer, and central air conditioning, making it equally appealing as a primary residence, second home, or investment property. Owners and guests enjoy access to resort-style amenities including a shared heated swimming pool, hot tub, tennis court, and beautiful walking and biking paths. The community's convenient location near Key West International Airport and just a short drive from Duval Street provides easy access to world-class dining, nightlife, shopping, fishing, and water sports. With its coveted transient rental license, updated interior, desirable amenities, and strong vacation rental potential, this Key West condo presents an outstanding opportunity to own a piece of paradise while generating income in one of Florida's most sought-after destinations.

3625 Seaside Dr Unit 25410, Key West
$1,799,765
3 Beds ⋅ 3 Baths ⋅ 620197 MLS
Discover the perfect blend of island charm, comfort, and versality in this exceptional Key West property featuring a main residence and a spacious guest house. The main home offers 2 bed, and 2 baths thoughtfully designed with bright, open living space and classic Key West character. Added value is the separate guest house featuring an open concept floor plan, a beautiful bathroom, with open first floor bedroom, and an additional sleeping area on the second floor overlook that accommodates up to six guests. Perfect for the extended family/friends, or income producing opportunities, this flexible space offers endless possibilities. End your day with a relaxing swim in your inground 15x15 pool while looking at the stars.

1523 Seminary St, Key West
$439,000
1 Baths ⋅ 620196 MLS
Lowest price commercial retail space in Old Town! This commercial condominium positioned along high-visibility Truman Avenue, offers an 8% CAP RATE and exceptional exposure amid a dynamic mix of shops, restaurants, and historic attractions. Ideal for retail, professional office, salon, or gallery use. Recent upgrades include new flooring, fresh interior paint, and a renovated bath delivering a clean, turnkey environment ready for immediate occupancy. Benefit from steady pedestrian and vehicle traffic in one of Key West's most established commercial corridors. Schedule your private tour today. Secure your business opportunity in the heart of Old Town Key West. HOA: $576/month -- includes building insurance, exterior maintenance, and common area care.

1012 Truman Ave Unit 6, Key West
$4,650
1 Baths ⋅ 620194 MLS
Prime retail leasing opportunity in the heart of Old Town Key West, just one block from Duval Street. This 805 SF storefront on Simonton Street benefits from exceptional visibility and strong year-round foot traffic from both locals and visitors. Surrounded by restaurants, boutiques, galleries, and lodging accommodations, the space is ideally positioned for a variety of retail, gallery, office, or service-oriented uses. Rare opportunity to secure a presence in one of Key West's most sought-after commercial locations. Base rent only; NNN expenses not included.

601 Fleming St Unit B, Key West
$3,650,000
4 Beds ⋅ 3 Baths ⋅ 620188 MLS
Stunning possibilities abound for this home on a double lot on the best street in the much sought after Casa Marina neighborhood in Key West. 1017 Washington Street is a renovation away from being your trophy property. The existing house has lots of room with 2,604 square feet of finished space with 4 bedrooms and 2.5 bathrooms. The oversized lot has even more room with 10, 724 square feet, a large swimming pool and an outdoor shed perfect for outdoor kitchen and living space. The property has never flooded and sits above flood. The possibilities are endless. Come see it today.

1017 Washington St, Key West