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$3,300,000
3 Beds ⋅ 2 Baths ⋅ 621273 MLS
Old Town charm in the heart of Key West! This two-story Conch-style residence offers an exceptional opportunity to enjoy island living in the highly desirable Old Town Historic District. A two-car driveway provides convenient off-street parking, while a welcoming front porch leads into an inviting interior with wood floors throughout the first level. The well-appointed kitchen features a gas range, stainless steel appliances, and easy access to the outdoor entertaining areas. A comfortable sitting room provides the perfect space to relax after a day enjoying Key West. The entire second floor is dedicated to a spacious primary suite featuring a large walk-in closet, mini-split A/C, private bath with shower, and a sunbathing area. An additional flexible space is ideal for a home office, reading area, or extra living space. Outdoor living is a highlight, with a covered patio featuring exterior lighting and ceiling fans, plus a jacuzzi and outdoor shower for year-round enjoyment. Additional conveniences include a dedicated laundry room with full-size washer and dryer, utility sink, workspace, attic storage, and a detached storage shed. Storm-ready features include a metal roof and exterior hurricane shutters, while interior plantation shutters add classic Key West character. Ideally located just a short bike ride from Duval Street, Mallory Square, St. Mary's, restaurants, galleries, shops, entertainment, and the waterfront. A wonderful opportunity to own a distinctive Old Town residence combining historic charm, valuable off-street parking, inviting outdoor spaces, and an exceptional Key West location.

728 Poor House Ln, Key West
$1,349,000
2 Baths ⋅ 621255 MLS
Situated in Duval Square along Key West's Duval Street, this approximately 1,592 SqFt commercial property consists of two combined condominium units currently configured as a restaurant. Step inside to a spacious dining area, a commercial kitchen, and an inviting layout designed to accommodate both locals and all of the visitors drawn to Key West each year. Outdoor seating adds to the island atmosphere and gives guests the opportunity to enjoy the tropical surroundings that define the Key West dining experience. For an owner-operator, this is an opportunity to put a new concept into an established restaurant space. For an investor, it offers ownership of commercial real estate in one of the island's most sought-after corridors. Bring your concept, your vision, and your appetite for opportunity to life!

1075 Duval St Unit C1 & C2, Key West
$375,000
621252 MLS
Need a boat slip with easy access to the ocean and to your home in the Lower Keys? You found it! A very well-protected marina on the leeward side of the island. Boat Slip Barracuda 12 is measured at 50' x 19' with a 6' draft, but this slip can accommodate a vessel up to 55'. You are allowed to live aboard your boat on this slip, and it features Bellingham floating concrete docks. The owner also owns the bay bottom. Fuel dock, convenience store, secure bath and showers, laundry, dog park, and pump-out are some of the many amenities included in this marina. Call today for your private showing.

5555 College Rd Unit Barracuda 10, Key West
$1,200,000
1 Baths ⋅ 621247 MLS
Located off the 500 block of Duval Street. High traffic location on Appelrouth Lane between Duval Street and Whitehead Street. This is real estate only. Business is not for sale. Second floor is currently unused. PROPERTY IS IN THE TRANSIENT LICENSE ZONE. Do not disturb business.

418 Applerouth Ln, Key West
$1,050,000
3 Beds ⋅ 2 Baths ⋅ 621237 MLS
Tucked away on a quiet lane just off Frances Street, this charming historic cottage offers the character and location that make Old Town Key West so special. This three-bedroom, two-bath home features cathedral ceilings, stained glass windows, and plenty of historic charm. The first-floor bedroom offers added convenience and flexibility, while two additional bedrooms upstairs provide comfortable separation for family or guests. Beautiful porches and a private deck create inviting spaces for outdoor dining and relaxing. Ideally located in Old Town, you are just minutes from Duval Street, local restaurants, galleries, shops, and everything that makes Key West such a unique place to live and enjoy. The property is in the X-Zone.

614 Roberts Ln, Key West
$2,400,000
3 Beds ⋅ 3 Baths ⋅ 621218 MLS
Welcome to your waterfront escape in Key West. Located within a gated community, Gulfview Pointe offers the perfect blend of island charm, comfort, and an exceptional waterfront lifestyle and just minutes from world-famous Duval Street and all that Key West has to offer. This move-in-ready 3-bedroom, 2.5-bath home welcomes you with classic Key West architecture, lush tropical surroundings, and inviting indoor and outdoor living spaces. The kitchen features granite countertops, stainless steel appliances, and ample cabinetry. Step outside to your own private tropical retreat, where a sparkling pool surrounded by composite decking creates the perfect setting for relaxing, entertaining, and enjoying the year-round Florida Keys sunshine. Beyond the pool, your private dock opens the door to endless adventures. Spend the afternoon fishing, set out on your personal watercraft, paddleboard or kayak, or simply unwind and watch another spectacular Key West sunset from your own backyard. A covered carport and the privacy of a gated community complete this island home. Whether you're searching for a full-time residence, your own Key West getaway, or investment opportunity with luxury vacation rental potential in this highly sought-after community, Gulfview Pointe offers an exceptional opportunity. Opportunities like this don't come around often--invest in your dream home and start living the Key West waterfront lifestyle you've been dreaming of. Call today to schedule your private showing!

2623 Gulfview Dr, Key West
$5,400,000
6 Beds ⋅ 7 Baths ⋅ 621215 MLS
Step back into timeless Key West soul, where leaf-stamped garden paths, sun-dappled outdoor showers, and the gentle trickle of private pool waterfalls create an unforgettable Old Town sanctuary. Hidden behind a classic wooden gate just moments from the Historic Seaport and Duval Street, this compound offers two private, fully equipped homes on a lush 7,796-sq. ft lot, providing the ultimate luxury island retreat or multi-generational estate. Verdant foliage frames the wrap-around front porch of the front cottage, inviting you to sit back and enjoy quintessential island living. Inside, sky-lit vaulted ceilings with exposed wooden beams pour warm sunshine across white-painted walls and rich wood floors. The light-filled layout centers around an enchanting cottage kitchen filled with warmth and timeless charm that flows seamlessly into the living space and guest half bath. Three bedrooms-each featuring its own private ensuite bath-offer exceptional comfort. Floor-to-ceiling glass draws you out to an outdoor dining area and a sparkling heated pool nestled among vibrant gardens. Wander through the botanical grounds to the rear house, a custom-crafted two-story sanctuary built in 2016. Showcasing exquisite Hickory hardwood floors, whitewashed Cypress interior walls, and slate-tiled baths, this home balances coastal elegance with high-end luxury. The chef's kitchen boasts an elite ILVE range and custom cabinetry, flowing into open living quarters that slide open to the backyard oasis. The main floor offers versatile living with a guest suite that double-functions as a private home office with a built-in Murphy bed. Upstairs, a Craftsman staircase leads to a secondary guest suite with an ensuite bath and a sprawling primary retreat, complete with an oversized spa bath and a private balcony overlooking the second heated waterfall pool. Do not miss this rare chance to own one of Old Town's premier dual-home properties, complete with dedicated off-street parking for two cars.

613 Margaret St, Key West
$1,225,000
3 Beds ⋅ 3 Baths ⋅ 621211 MLS
Welcome to 14 Spoonbill Way, an exceptional single-family residence nestled within the sought-after golf club community offering a relaxed, resort-style lifestyle in Key West. With 3 bedrooms, 2.5 baths, a spacious bonus room currently configured as a bunk room, and beautiful golf course and lake views, this home offers the ideal blend of comfort, versatility, and effortless entertaining. The main level is designed for gathering, with an open-concept floor plan that seamlessly connects the kitchen, dining area, and living room. Whether hosting friends for dinner or enjoying a quiet evening at home, the space feels bright, open, and inviting. The living area extends naturally outdoors to a generous back deck overlooking the golf course and lake, creating an idyllic setting for morning coffee, alfresco dining, or cocktails at sunset. Upstairs, the primary suite offers a peaceful private retreat with its own deck and a generously sized walk-in closet--an uncommon and highly desirable feature that sets this home apart from others in the community. Two additional bedrooms and a full bathroom complete the second floor. Life in the golf club community is about more than just the home. Residents enjoy access to an array of resort-style amenities, including two swimming pools, a fitness center, a beautiful butterfly garden, and more. 14 Spoonbill Way enjoys an especially convenient position within the community, located in close proximity to the larger resort pool and with nearby guest parking--an added advantage when entertaining. From its thoughtfully designed open living spaces and distinctive primary suite to its tranquil golf course and lake views and enviable access to resort amenities, 14 Spoonbill Way captures the essence of relaxed Key West living. A rare opportunity to enjoy a private residence with the amenities and atmosphere of a resort, all in Key West's desirable golf club community.

14 Spoonbill Way, Key West
$1,890,000
2 Beds ⋅ 3 Baths ⋅ 621199 MLS
Nestled in the heart of Old Town Key West, this historic gem boasts an impeccable blend of classic architecture and modern amenities. With a rich history dating back to the late1800's, this captivating residence offers the perfect opportunity to own a piece of Key West's storied past. Listed on the National Register of Historic Places and awarded the Gold Star for Historic Preservations, 516 Elizabeth St. is the perfect example of a Classical Revival Eyebrow House - a style unique to Key West. The roof overhangs over the second floor windows onto classic porch columns giving the suggested appearance of 'eyebrows' providing protection from rain and sun allowing the inside to have fresh air even during the hot summer months. Upon entering the home, original Dade County pine walls, high 10ft ceilings, original double hung wooden windows exude the timeless elegance of a bygone era. While preserving its historic character, this home has been thoughtfully updated with modern amenities. The kitchen features custom wooden cabinets and stainless steel appliances and all bathrooms are beautifully renovated. Enjoy the convenience of contemporary living without compromising on the historic appeal. The primary bedroom and bathroom upstairs provide a tranquil retreat, and the guest bedroom downstairs with it's own bathroom is convenient and comfortable. French doors lead from the formal dining room and kitchen to a sundeck with a covered dining area and extra lounging space to entertain. A Pool with water feature and new decking was just added to the property. This home has a rich history, with tales of past occupants, the Pinder family, and the unique stories of its heritage adding an extra layer of prestige and historical significance to its charm. This historic home is a rare find in a prime location, offering the best of both worlds. The house has some monthly vacation rental history and is sold furnished (some personal pieces & all art work excluded)!

516 Elizabeth St, Key West
$1,225,000
1 Beds ⋅ 1 Baths ⋅ 621189 MLS
A TRANSIENT LICENSED vacation rental located in the heart of Old Town Key West, the X flood zone and just 2.5 blocks from world famous Duval Street. The transient license allows for nightly rentals. A savvy investor could pounce on this rare opportunity to own a well-managed income producing property with excellent history & immediate income. Unit 6, aka Hidden Oasis, is 1 of only 11 units within the coveted enclave known as The Colony which features a large heated community pool, shared off-street parking and a gated entry to the pool area & the unit, all managed by the HOA. Hidden Oasis has a prime location within the community tucked into the back left corner with an entry deck and an abundant private rear deck that includes exclusive use of umbrella seating for 4, a propane grill, a full size washer & dryer and an outdoor shower stall. This well maintained unit has an updated kitchen, bathroom and mini-split air conditioning. The living area is light & airy with transom windows, vaulted ceilings and a well-appointed open kitchen. The spacious bedroom features a king sized bed, tropical décor and access to the front deck. Pride of ownership is obvious when you review the recent history of this owner managed HOA. The community pool was resurfaced in 2021, all buildings had new metal roofs installed in 2023 and all buildings were termite tented August 2026. Take advantage of this rare opportunity for an excellent Key West investment with an owner use option. With local property management & HOA management already in place, Hidden Oasis makes for an immediate complete turnkey 'hands-free' vacation rental ownership choice for a remote owner. Sold furnished with future bookings.

714 Olivia St Unit # 6, Key West
$2,250,000
3 Beds ⋅ 4 Baths ⋅ 621172 MLS
If you are seeking a private tropical backyard oasis look no further. This charming 2 story home is situated on a corner parcel in a quiet and peaceful mid town neighborhood. Behind the white picket fence, you will be welcomed to a great room with dramatic ceiling heights, wrapped with sliding glass doorwalls that open to over 500 square feet of covered porches. This home has been very well maintained with several recent updates, including impact windows and doors, pool resurfacing, a new primary A/C unit, deck and interior paint and a charging station for an electric vehicle. A thoughtful floor plan great for entertaining, includes 3bd/3.5ba with the primary suite on the main level. Two additional bedrooms with ensuite baths are private to the upstairs. Built in just 1999 this home is an open palette awaiting your personal selection of cosmetic updates without the unknown obstacles of a historic home. The magic of this home lives in the sprawling backyard wrapped in mature tropical gardens with a large, heated saltwater pool. An excellent opportunity to personalize a well built home that caters to indoor/outdoor living ideal for the year round tropical climate!

1300 Seminary St, Key West
$1,395,000
2 Beds ⋅ 4 Baths ⋅ 621163 MLS
NEW LISTING IN OLD TOWN WITH OFF STREET PARKING! This Old Town investment property comes fully furnished so you can move right in or start renting immediately. It is a legal duplex with two units, each having one bedroom and one and a half bathrooms but could easily be converted to a single family home. Located on a fenced corner lot in Old Town, it's just blocks from Duval Street, making it very convenient for dining, shopping, nightlife and enjoying the Key West sights The home has updated kitchen and baths, ductless AC units, hardwood floors, vaulted ceilings, and skylights. It's a perfect mix of modern style and classic Keys architecture. Live in one unit and rent out the other, have a dedicated private guest space, or use both to generate income. Each unit has its own private outdoor area and laundry. There is a welcoming front porch perfect for morning coffee. Desired X Flood Zone!

709 Olivia St, Key West
$2,525,000
4 Beds ⋅ 3 Baths ⋅ 621162 MLS
Set on a quiet, tree-lined block in one of Key West's most sought-after residential pockets, this thoughtfully reimagined 4BD/3BA residence offers just over 2,000 square feet of refined island living -- the result of a multi-year renovation where no detail was overlooked. The first floor opens to a flexible bedroom or private office alongside a full bath, newly converted and finished to the same standard as the rest of the home. Beyond, an all-new updated kitchen anchors the space with stainless appliances, custom built-in cabinetry, fresh countertops and designer lighting. French doors wrap the open living room, flooding the interior with natural light and dissolving the line between inside and out. Step through to your private tropical oasis: a heated pool, newly resurfaced and framed in travertine, with a new outdoor shower for rinsing off after a day at the beach. A setting built equally for quiet mornings and evenings. Upstairs, the primary suite delivers an ensuite bath, walk-in closet and a private balcony made for morning coffee above the palms. Two additional guest bedrooms and a full guest bath complete the second floor. Behind the finishes, the seller has invested in everything that matters: new HVAC, on-demand hot water, all-new pool equipment, new tile flooring, baseboards and lighting throughout, plus fresh interior and exterior paint. Renovated bathrooms and updated floors carry the same considered hand from room to room. A short bike ride delivers you to Key West's finest restaurants, beaches, galleries, museums and world-famous Duval Street -- yet the block itself stays wonderfully removed from it all. A neighborhood stunner not to be missed.

1427 Washington St, Key West
$1,395,000
2 Beds ⋅ 4 Baths ⋅ 621159 MLS
NEW LISTING IN OLD TOWN WITH OFF STREET PARKING! This Old Town investment property comes fully furnished so you can move right in or start renting immediately. It is a legal DUPLEX with two units, each having one bedroom and one and a half bathrooms. Located on a fenced corner lot in Old Town, it's just blocks from Duval Street, making it very convenient for dining, shopping, nightlife and enjoying the Key West sights The home has updated kitchen and baths, ductless AC units, hardwood floors, vaulted ceilings, and skylights. It's a perfect mix of modern style and classic Keys architecture. Live in one unit and rent out the other, have a dedicated private guest space, or use both to generate income. Each unit has its own private outdoor area and laundry. There is a welcoming front porch perfect for morning coffee. Desired X Flood Zone!

709 Olivia St, Key West
$700,000
3 Beds ⋅ 2 Baths ⋅ 621158 MLS
Rarely available 3-bedroom residence in Solana Village, ideally situated in Key West's New Town neighborhood. This top-floor unit offers an excellent investment opportunity with a tenant already in place, along with off-street parking, community pool access, and a spacious balcony for enjoying the island lifestyle. The thoughtfully designed layout features a charming spiral staircase leading to the private primary suite, creating a distinctive architectural touch and added separation between living and sleeping spaces. The location is exceptionally convenient, close to Poinciana Elementary and other area schools, shopping and everyday amenities at Searstown, Key Plaza, and nearby retail centers, as well as government offices and services. Residents are also just minutes from Old Town, Key West's waterfront, marinas, restaurants, entertainment, and the island's many iconic points of interest. A rare 3-bedroom offering in Solana Village with strong rental appeal, desirable amenities, and a location that makes it easy to enjoy all that Key West has to offer.

3314 Northside Dr Unit 42, Key West
$750,000
2 Beds ⋅ 2 Baths ⋅ 621157 MLS
Welcome to island living at 141 Golf Club Drive, nestled within the gated Key West Golf Club community. This inviting two-bedroom, one-and-a-half-bath townhome offers the perfect blend of comfort, convenience, and the laid-back Key West lifestyle.The thoughtfully designed two-story floor plan features an open main level with living, dining, and kitchen areas, along with a convenient half bath. Upstairs, two comfortable bedrooms (one with a balcony) and a full bath provide a private retreat. Outdoor spaces extend the living area and create an ideal setting for morning coffee, al fresco dining or relaxing with a cocktail after a day on the island. Set in a beautifully maintained gated community, residents enjoy an array of amenities including swimming pools, clubhouse, fitness facilities, scenic walking paths, and 24-hour gated security. The location offers a peaceful residential setting while keeping Key West's renowned beaches, restaurants, nightlife, shopping, and attractions within easy reach. Whether you're seeking a full-time island residence or a weekend escape, 141 Golf Club Drive is an opportunity to enjoy the best of the Florida Keys--comfortably, conveniently, and in true Key West style.

141 Golf Club Dr, Key West
$995,000
2 Beds ⋅ 2 Baths ⋅ 621152 MLS
Exquisite, turnkey resort living awaits in this fully furnished 2-bedroom, 2-bathroom oceanfront condominium, offering an effortless transition into Key West luxury just steps from world-famous Smathers Beach. Tucked away in a quiet oceanfront enclave, you are just minutes from Old Town, world-class dining, marinas, and the airport. Inside, high-end interior upgrades feature rich wood-grain LVP flooring through the main living areas and bedrooms, complemented by elegant large-format porcelain tile in the renovated bathrooms. The kitchen and dedicated wet bar showcase polished marble countertops, custom white shaker cabinetry, stainless steel appliances, and built-in wine storage. Light-filled open living and dining spaces flow seamlessly through hurricane impact glass sliders onto a massive 38-foot private balcony framing lush tropical greenery and partial ocean views. The primary suite boasts generous closet space, an updated vanity, and a custom walk-in shower with a frameless glass enclosure and direct balcony access. Key Property Details: Parking & Storage: Assigned covered garage parking spot plus a private locked storage locker located directly in front of your vehicle. Turnkey Ready: Sold complete with all designer furnishings, artwork, flat-screen TVs, linens, and housewares for instant occupancy. Resort Amenities: On-site sunning beach, heated oceanfront Olympic-size pool, jacuzzi, saunas, a brand-new fitness center, 3 lighted tennis courts (including 1 clay court), BBQ picnic areas, and lush botanical gardens. Effortless Ownership: HOA fees cover building insurance, exterior maintenance, water, cable/high-speed internet, and fully funded reserves ($20k assessment paid). Strong rental track record ($72k+ net annual yield).

1800 Atlantic Blvd Unit 325C, Key West
$6,999,000
6 Beds ⋅ 6 Baths ⋅ 621143 MLS
Discover one of Old Towns true hidden gems at Andrews Inn, a turnkey six-unit B&B offering an exceptional blend of privacy, iconic island charm, and income potential. Tucked away in the heart of Old Town, directly adjacent to the world-famous Ernest Hemingway Home and sharing a property wall with this legendary landmark, Andrews Inn enjoys a location that simply cannot be replicated. Just steps from Duval Street, guests have effortless access to Key West's celebrated attractions, dining, and nightlife--while returning to the tranquility of a secluded tropical retreat. A highly coveted transient license enhances the property's value as an established hospitality asset in one of the nation's most sought-after vacation destinations. Lush tropical landscaping surrounds the property, creating an intimate garden oasis complete with a refreshing outdoor pool and inviting spaces for guests to relax and unwind. Each of the six guest accommodations has been thoughtfully appointed with a private bath, modern amenities, and contemporary comforts while maintaining the character and distinctive charm that make Key West so special. The result is a welcoming boutique experience that has attracted repeat guests and earned strong reviews. Offered as an established, income-producing hospitality property, Andrews Inn presents a rare opportunity for an investor or owner-operator seeking a distinctive Old Town asset with an irreplaceable location, established revenue, and additional upside potential. Modern comforts. Tropical privacy. Hemingway as your next-door neighbor. Duval Street just steps away. This is quintessential Key West. Financials available to qualified buyers.

223 Eanes Ln, Key West
$6,750,000
5 Beds ⋅ 5 Baths ⋅ 621141 MLS
Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located in the heart of Old Town Key West, less than a block from Duval Street's top dining and entertainment. This stunning five-bedroom, four-and-a-half-bath residence offers 3,663 sq. ft. of living space on an 8,227 sq. ft.oversized lot, providing rare space and privacy in one of the island's most desirable neighborhoods. Enter through the white picket fence and tropical courtyard to your grand Key West estate, where every detail has been thoughtfully designed. The first floor is set for entertaining, featuring a spacious living area and a chef's kitchen with stone countertops, an oversized island, custom cabinetry, and premium Sub-Zero, Viking, and Wolf appliances. A generous walk-in pantry adds extra storage convenience. The primary suite, also on the ground level, overlooks the pool and boasts a spa-inspired bath with dual showers, a freestanding soaking tub (with air bubble massage) and a large walk-in closet with one of two laundry areas. Outdoors, enjoy your private resort-style backyard with an oversized pool, covered lounge, and outdoor kitchen complete with gas grill, ice maker, and mini-fridge, perfect to grill up those fresh catches or hotdogs for the kids. Sonos speakers throughout set the tone to enjoy a relaxed Key West lifestyle. A floating living room staircase leads to two inviting guest rooms and a full bath. Two additional bedrooms currently serve as offices, each with en suite baths and private entrances, ideal for guest suites, studios, or remote workspaces (one includes a kitchenette). A climate-controlled standalone workshop offers a perfect space for projects, hobbies, or extra storage. Designed for both resilience and comfort, the home includes impact-rated doors and windows, a 30 KW Cummins diesel generator with 500-gallon fuel tank, smart home automation for lighting and shades, and off-street parking for two vehicles.

411 Louisa St, Key West
$625,000
2 Beds ⋅ 2 Baths ⋅ 621140 MLS
Here is your opportunity to own a piece of paradise in Key West! This inviting home offers a great opportunity to start living in one of the most unique destinations in the Florida Keys. Inside, you'll find wood flooring throughout and comfortable living spaces filled with plenty of natural light. The recently remodeled kitchen is well positioned as the heart of the home and connects to the surrounding living area for everyday living and entertaining. Upstairs are two spacious bedrooms, each with large sliding glass doors that open to an inviting second-floor balcony--a great spot to enjoy your morning coffee or relax at the end of the day. Outside, the fully fenced property provides privacy and a great space for pets, entertaining, or simply spending time outdoors. Come see the possibilities and discover your own place in Key West!

3228 Eagle Ave, Key West
$3,600,000
4 Beds ⋅ 3 Baths ⋅ 621135 MLS
514 Emma is a wonderful single-family home located in Truman Annex. The first floor features a large, updated chef's kitchen with double wall ovens, double refrigerator/freezers and a large island. There is a guest bedroom, and a full bathroom as well as a dining area. French doors in the living area, open to the large rear porch and pool. There is a carport on the rear of the property, PLUS a second deeded carport just across the street. The second floor has a spacious primary en-suite with a private covered porch, plus two guest bedrooms with shared covered porch and full bath. Home features a propane generator. The property is a successful rental property. Video Tour: https://show.tours/zd4yyTKj

514 Emma St, Key West
$1,350,000
4 Beds ⋅ 2 Baths ⋅ 621134 MLS
Your place in Key West awaits. Located in Midtown, just minutes from the energy of Duval Street, this updated two-unit property offers the flexibility to live here, escape here, or explore its income potential. Whether you're looking for a full-time residence, a tropical getaway, or a property that can help offset the cost of ownership, this is an opportunity to experience Key West on your own terms. Enjoy slow mornings, bike rides through the island, days on the water, unforgettable sunsets, and some of Key West's best dining, entertainment and nightlife just minutes away. With two separate living spaces, approximately 1,760 sq ft of living area, and a 6,433 sq ft lot, the property offers versatility for both personal use and additional income. Come for the lifestyle, stay for the possibilities.

1300 Ashby St, Key West
$750,000
2 Beds ⋅ 2 Baths ⋅ 621130 MLS
Positioned in the coveted X flood zone, this 2-bedroom, 2-bathroom townhome perfectly blends Old Town charm with modern convenience. As one of only two units in an exclusive boutique setting, it provides exceptional privacy just steps from local wellness hubs, neighborhood cafes, and historic sites. The efficient galley kitchen is outfitted with granite countertops and stainless-steel appliances, while the primary suite serves as a tribute to island heritage with historic Dade County Pine. Outdoor living is seamlessly integrated with a classic front porch for morning coffee and a fully fenced rear deck designed for private, starlit dinners. Complete with a transferable A/C warranty, and the flexibility of a primary home or monthly rental, this residence offers an effortless Key West lifestyle.

1004 Watson St Unit 2, Key West
$9,495,000
3 Beds ⋅ 3 Baths ⋅ 621128 MLS
Rare Opportunity: The Only Home For Sale on Crescent Beach, Sunset Key Welcome to 11 Sunset Key Drive -- a fully renovated retreat on the most exclusive private island in the Florida Keys, and the only property currently available on Crescent Beach. Accessible exclusively by private ferry, Sunset Key offers a rare combination of true seclusion and effortless proximity to Old Town Key West, just minutes away. Completely renovated in 2018 with over $1.7 million invested, this 3-bedroom, 2.5-bath, close to 3,000-square-foot home was rebuilt for easy island living: hurricane-impact doors and windows, an updated roof, all-new electrical and white oak engineered wood flooring, a new interior fire suppression sprinkler system, and a full exterior and interior repaint. The kitchen centers on a Sub-Zero refrigerator, new stainless appliances, new countertops and custom cabinetry, while the private pool/spa was rebuilt down to the plumbing with new handcrafted and hand painted tile, equipment, heater, LED lighting and all app-controlled. Fully furnished by Restoration Hardware and ready to move into exactly as it is. Ownership here includes access to an oceanfront restaurant, full-service spa, fitness center, tennis courts, and private beaches -- all steps from the front door. Sunset Key holds only a handful of homes, and Crescent Beach holds fewer still. Schedule your private showing today. See you soon!!!

11 Sunset, Key West
$599,000
2 Beds ⋅ 2 Baths ⋅ 621114 MLS
Remodeled Key West Townhome in the Heart of New Town If you're looking for a move-in ready Key West address with low-maintenance living and room to breathe, this 2-bedroom, 2-bath townhome in Flagler Court checks every box. At 1,008 square feet, the layout is efficient and comfortable -- recently remodeled with granite countertops, and a full stainless steel appliance package including a space-saving stackable washer and dryer. The main level features a full bathroom, with both bedrooms and a shared full bath upstairs -- a practical, livable layout that works equally well for owners and guests. A private deck, central air, and ceiling fans round out the everyday comfort. The HOA at just $109 per month covers common area maintenance and keeps the community well-maintained without a heavy monthly burden. Two covered carport spaces plus guest parking are included -- a genuine convenience in Key West. Centrally located in New Town with bike paths nearby, you're minutes from shopping, dining, the beaches, and everything Key West has to offer -- without the Old Town price tag. This is an opportunity to own a updated, turn-key Key West townhome with low overhead and lasting appeal.

3075 Flagler Ave Unit UNIT 12, Key West
$799,000
2 Beds ⋅ 2 Baths ⋅ 621112 MLS
Welcome to 1422 Catherine Street in The Heart of Key West. Two structures with a total of two (2) bedrooms and two (2) bathrooms. The front structure is a one (1) bedroom and one (1) bathroom and the back structure is also a one (1) bedroom and one (1) bathroom. The front structure has just recently gone through a major improvement, totally redone foundation with concrete, new floors and totally updated. Outdoors is a perfect courtyard for dining under the stars or just hanging out and solving all the world's problems. There are also washer and dryer hook ups and an outdoor shower. This home is perfect for full time residents, second home or a great rental property. Call today for your private showing!

1422 Catherine St, Key West
$860,000
2 Beds ⋅ 2 Baths ⋅ 621082 MLS
Not your cookie-cutter Key West townhome! This thoughtfully updated 2-bedroom, 2-bath home with 1,339 square feet of comfortable living, fantastic outdoor space, solid CBS construction has NO HOA fees! Step inside to a bright, open floor plan filled with character, from classic Saltillo tile and updated lighting to one of our favorite features: a custom wall of built-in bookcases complete with a rolling library ladder. Whether filled with books, art, travel treasures, or your favorite finds, it's a detail that makes this home anything but ordinary. The kitchen features stainless steel appliances, including a newer refrigerator, microwave and dishwasher, along with under-cabinet lighting. Upstairs, the spacious primary suite feels like its own retreat with vaulted ceilings, a walk-in closet, beautifully remodeled bath, and private porch, the perfect spot for morning coffee or winding down after a day in Key West. The upstairs laundry area includes a new washer, and pull-down attic stairs provide additional storage. And then there's the outdoor living! Both porches have received substantial improvements, including Azek decking, reinforced pilings and steel beams at the expanded rear porch. Beyond it, a large fenced backyard offers multilevel decking, tropical landscaping, flagstone pavers and room to dream--whether that means a pool, spa, garden, or simply your own private island oasis. The current owner has invested thoughtfully in the home over the past several years, with improvements including the remodeled primary bath, expanded and replaced electrical panel, reworked plumbing with a whole-home water filter, new water heater, porch improvements and numerous updates throughout. Located above flood with off-street parking and just minutes from Old Town, beaches, dining and everything that makes Key West such a special place to call home!

3365 Flagler Ave, Key West
$836,000
2 Beds ⋅ 3 Baths ⋅ 621063 MLS
WELCOME TO THE SANCTUARY-where privacy, tropical beauty, classic Key West style come together! Beyond the 2nd set of gates @ Key West Golf Club, this pristine courtyard spa home enjoys an enviable END LOCATION along a picturesque palm-lined lane. A RARE distinction: the ONLY one of 21 Sanctuary spa homes offering covered-carport access directly into the private courtyard/side yard! Classic KW charm begins at the wide front veranda, framed by vibrant tropical landscaping, polished stone & freshly painted exterior. Inside, natural light fills the inviting open floor plan w/taller ceilings & easy indoor/outdoor flow. The spacious island kitchen features granite countertops, abundant cabinetry/storage, all stainless-steel appliances, new dishwasher, mosaic tile backsplash & new 5-light Tiffany-style fixture delicately adorns the island. Extended granite surfaces offer generous prep space while the island opens beautifully to the great room. Cozy recessed lighting sets the ambiance, spacious enough to allow for beautiful dining setting. Double French doors off the living room reveal a private tropical courtyard--brick pavers, lush established gardens & covered outdoor living surround your own inground jacuzzi spa. Morning coffee, alfresco dining or an evening soak beneath the palms...this is quintessential Keys living! Upstairs are 2 generously sized bedrooms, each w/soaring vaulted ceilings & private en-suite bath. Primary bath offers expanded granite countertop, vessel-style sink, porcelain tub/shower glass doors & clever built-in towel storage. Guest bedroom is spacious w/a bath featuring upgraded lighting & tiled corner shower. Extras include on-demand hot water heater, storm shutters for most doors/windows, stack W/D, under-stair storage, termite protection plan. Enjoy KWGC's 24-hr Resident Services, 2 stunning pools (one w/tropical waterfalls), clubhouse/fitness center, lush Rees Jones-designed 18-hole golf course. A private Sanctuary retreat distinctly its own

210 Golf Club Dr, Key West
$2,599,000
3 Beds ⋅ 2 Baths ⋅ 621061 MLS
Welcome to a stunning transformation of a perfectly located Old Town home. Restored from the ground up to create a single level dream home totaling 3bd/2ba overlooking a beautiful pool and patio. Enjoy an open floor plan where the kitchen is truly the heart of the home complete with top of the line stainless Thermador appliances, quartz countertops and timeless cabinetry with a central island perfect for entertaining! Matching custom cabinetry extends into the quaint living room space offering thoughtful built in storage and a beautiful entertainment backdrop. Reclaimed Dade County pine has been lovingly restored into an accent wall rich with history and elegance. Vaulted ceilings finished in grasscloth and wood beams are found in every room of this home. Enjoy 2 spacious ensuite luxury bathrooms and a gorgeous poolside outdoor shower. Low maintenance composite decking surrounds the home and pool area that accommodates dining and lounging in or out of the pool with a sun shelf and waterfall. Lets not forget the darling covered front porch that welcomes you to this quiet lane cottage also offering off street parking. Carsten Lane is a one way driving lane stretching only one block located in the heart of Old Town known for its peaceful and private setting!

812 Carsten Ln, Key West
$819,000
1 Beds ⋅ 1 Baths ⋅ 621059 MLS
This elegant historic Old Town cottage is a rare offering paired with a highly competitive price. Completely turnkey and perfectly suited as a winter home or seasonal Key West escape, it offers the opportunity to simply arrive, settle in, and enjoy island life from day one. 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. Ideally situated on a quiet one-way street, this tropical retreat is just a short stroll from some of Key West's best boutiques, bakeries, art galleries, restaurants, and gourmet food markets. 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