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1516 17th Ter, Key West
$1,875,000
4 Beds ⋅ 3 Baths ⋅ 619723 MLS
DUPLEX! Discover the breathtaking corner property at Sunrise Shores, set on an expansive lot exceeding 13,000 square feet. POOL! The main residence offers over 1,750 square feet of living space, complemented by a detached guest cottage of 640 square feet. This meticulously maintained property has been cherished by its owners. The main home features three bedrooms and two bathrooms. It boasts a thoughtfully designed layout that includes a spacious family room and a large living room with a fireplace that opens up to the lanai. The primary bedroom provides direct access to the pool area and features an updated bathroom and a generous walk-in closet. The second bedroom also opens to the pool area, while the third bedroom is conveniently located next to the updated hall bath. There is also a laundry room with additional storage space. The detached guest cottage includes one bedroom and one bathroom. This property is perfect for owner-occupiers, investors, multi-generational living, and more.

1516 17th Ter, Key West
1701 Laird St, Key West
$2,900,000
2 Beds ⋅ 2 Baths ⋅ 619715 MLS
Seclusion meets striking contemporary design in this elevated sanctuary, positioned just moments from Higgs Beach and White Street Pier. Behind a signature pivoting red gate and architectural peekaboo wall, the residence unfolds as a curated experience of light and geometry. The entry foyer--anchored by a sun-drenched desk nook and an open-tread staircase--leads to a living space defined by floor-to-ceiling glass and transom detailing that frames the outdoor oasis like a living gallery. The culinary space is anchored by a sleek, minimalist aesthetic, featuring custom cabinetry, crisp white surfaces, and Bosch appliances. A glass-door pantry provides a sophisticated home for provisions, blending functional utility with the kitchen's clean geometry For guests, a private main-level suite is tucked away behind a discreet pocket door, offering an ensuite bathroom and ample closet space for a completely independent wing. The second floor is dedicated entirely to the primary retreat. This suite features a large walk-in closet and a refined ensuite bathroom. Just beyond the sleeping quarters is a private balcony where an open-air soaking tub offers a quiet moment of luxury under the stars. The exterior of the home is a masterwork of tropical landscaping, where beautifully mature and lush greenery wraps the property in total privacy. At the heart of the grounds is an expansive heated pool bordered by a large deck, perfect for sun-drenched afternoons. For the host, the covered outdoor dining pavilion is fully equipped with an integrated grill and ample countertop space for seamless entertaining. Nearby, a serene Zen garden with a tranquil fountain feature provides a quiet corner for meditation and reflection. This is more than a home; it is a sophisticated, high-design haven just steps from the ocean.

1701 Laird St, Key West
1516 17th Ter, Key West
$1,875,000
4 Beds ⋅ 3 Baths ⋅ 619698 MLS
Discover the breathtaking corner property at Sunrise Shores, set on an expansive lot exceeding 13,000 square feet. POOL! The main residence offers over 1,750 square feet of living space, complemented by a detached guest cottage of 640 square feet. This meticulously maintained property has been cherished by its owners. The main home features three bedrooms and two bathrooms. It boasts a thoughtfully designed layout that includes a spacious family room and a large living room with a fireplace that opens up to the lanai. The primary bedroom provides direct access to the pool area and features an updated bathroom and a generous walk-in closet. The second bedroom also opens to the pool area, while the third bedroom is conveniently located next to the updated hall bath. There is also a laundry room with additional storage space. The detached guest cottage includes one bedroom and one bathroom. This property is perfect for owner-occupiers, investors, multi-generational living, and more.

1516 17th Ter, Key West
3612 Sunrise Dr, Key West
$2,499,000
3 Beds ⋅ 2 Baths ⋅ 619667 MLS
Welcome to your Key West waterfront retreat. This 3bedroom 2bath home is featuring key upgrades already in place with a new roof, all new windows, updated electrical, fresh paint, and a beautiful brand new pool. Situated on an oversized 9,794 sq ft lot with room for your boat this home offers the ideal blend of comfort, outdoor living, and the flexibility to personalize over time. A rare opportunity to step into waterfront living in one of Key West's most desirable locations.

3612 Sunrise Dr, Key West
1320 South Street, Key West
$2,895,000
4 Beds ⋅ 5 Baths ⋅ 619665 MLS
Built in 2008, this expansive 3,220 sq ft residence sits on a nearly 5,000 sq ft lot and offers the perfect blend of comfort, style, and location. Centrally situated, you're just moments from beautiful beaches, top-tier dining, vibrant bars, museums, and all the attractions the area has to offer.Upstairs features three generously sized bedrooms, each with its own en suite bathroom and walk-in closet, providing privacy and convenience for family and guests alike. The main level is designed for living and entertaining, large open floor plan. An additional bedroom and bath on main floor with a door to the pool/deck area. The chef's kitchen is a standout, equipped with high-end stainless steel appliances including a 48-inch Viking gas range, refrigerator, ice maker, dishwasher, built-in steamer, wine cooler, and rich cherry cabinetry. Additional highlights include: Efficient 2-zone HVAC system, Impact windows and sliding glass doors, Beautiful Tigerwood flooring throughout. The exterior is equally impressive, featuring durable Hardi plank siding for low maintenance, Ipe wood decking, and a private pool surrounded by lush tropical landscaping. The fully fenced yard creates a serene and secluded outdoor retreat. The house also offers two off-street parking spaces, plus ample street parking for guests. A rare opportunity to own a spacious, well-appointed home in a prime location--this one truly has it all.

1320 South Street, Key West
810 Carey Ln, Key West
$2,150,000
3 Beds ⋅ 2 Baths ⋅ 619599 MLS
Tucked away on a quiet private lane, this charming classic Key West cottage offers the perfect blend of historic character and modern comfort. Thoughtfully renovated, the home features a spacious, light-filled kitchen with updated finishes--ideal for entertaining or relaxed island living. Step outside to your own tropical retreat, complete with a refreshing plunge pool surrounded by lush landscaping. Located in the heart of Old Town, you're just moments from dining, shops, and the vibrant local scene, yet enjoy the peace and privacy of a hidden setting. Additional highlights include off-street parking--a rare and valuable convenience in this sought-after neighborhood. Whether you're seeking a full-time residence, vacation home, or investment property, this cottage captures the essence of Key West living. Possible Seller financing. .

810 Carey Ln, Key West
1017 Angela St, Key West
$2,550,000
3 Beds ⋅ 4 Baths ⋅ 619579 MLS
Step into a residence that has captured the national spotlight. Recently honored as a Wall Street Journal ''House of the Week,'' 1017 Angela Street is a 118-year-old Old Town cottage masterfully reimagined for the modern connoisseur. Tucked away on a tranquil lane, yet moments from the Historic Seaport and Duval Street, this three bedroom, three and a half bath home is the ultimate blend of calm island style and sophisticated Key West living. From the quintessential front porch to the vibrant, playful interiors, every inch of this home radiates personality. The heart of the residence features rare, historic Dade County Pine walls and floors bathed in natural light, creating a warm, textured backdrop for the home's contemporary finishes. The thoughtfully designed L-shaped layout effortlessly connects the chef's kitchen-complete with granite countertops and stainless appliances-to the bar and living areas. This social heart of the home seamlessly merges with an expansive dining area, where impact-rated French doors invite the island breeze, creating a natural environment for entertaining. The floor plan includes a coveted first-floor primary suite for ultimate convenience. The home's artistic soul is further defined by a series of custom murals by artist Haley Leeper, most notably the hand-painted staircase, which creates an artistic transition to the second floor. Upstairs features a second primary bedroom with a spa-inspired bath and an intimate reading nook and an additional guest suite. The backyard is a secluded oasis, boasting a heated pool and spa with an upgraded system, outdoor shower, and Trex decking. Framed by lush tropical foliage and a magnificent, mature mango tree, this space offers a level of privacy and shade. Complete with off-street parking and a distinguished track record as a top-performing monthly rental, 1017 Angela Street is a ''turnkey'' treasure that perfectly balances historic architectural significance with lucrative investment potenti

1017 Angela St, Key West
846 Olivia St, Key West
$1,249,000
3 Beds ⋅ 3 Baths ⋅ 619554 MLS
Historic Old Town Key West home offering character, a prime location, and strong potential for a buyer looking to add value. Originally built in 1908 and positioned on a desirable corner lot, this 3-bedroom, 3-bath property is just moments from galleries, dining, the waterfront, and Key West's well-known sunsets. The interior features high ceilings, Dade County pine floors, and an open living and dining layout with good natural light. The kitchen includes gas cooking, ample storage, and a functional footprint that can be updated or reconfigured to fit your needs. Upstairs, the primary suite offers vaulted ceilings with exposed beams and an en-suite bath with mosaic tilework. Additional bedrooms provide flexibility for guests, roommates, or rental use. Exterior features include multiple porch areas, mature tropical landscaping, and a private yard. Off-street parking, a spacious pantry, and distinctive details such as a hand-carved Brazilian mahogany front door contribute to the home's overall value. Located in the heart of Old Town, this property presents an opportunity for a full-time residence, second home, or investment in one of Key West's most desirable neighborhoods.

846 Olivia St, Key West
2922 Flagler Ave, Key West
$1,100,000
5 Beds ⋅ 3 Baths ⋅ 619531 MLS
With five bedrooms and three bathrooms, it seems perfect for families or hosting guests. The location ensures easy access to fantastic dining, coffee shops, and shopping, along with recreational options like sports venues and schools. The emphasis on beautiful finishes and an inviting floor plan suggests a luxurious yet comfortable living space, ideal for entertaining. Plus, the proximity to the beach and downtown, complemented by lush landscaping and tropical breezes, adds to its charm.

2922 Flagler Ave, Key West
1319 Newton St, Key West
$1,750,000
3 Beds ⋅ 2 Baths ⋅ 619504 MLS
Discreetly tucked within the storybook streets of the coveted Meadows, this enchanting Key West residence is a rare expression of timeless elegance and island sophistication. Rich in history yet effortlessly refined, the home invites you into a world where classic Conch architecture meets curated, modern luxury. From the moment you enter, the ambiance is unmistakable--soaring ceilings, warm Dade County Pine, and bespoke craftsmanship create an atmosphere that is both grand and inviting. Every space has been thoughtfully composed, balancing texture, light, and artistry to deliver a home that feels as beautiful as it is livable. Beyond the interiors, a private tropical sanctuary unfolds. Surrounded by lush greenery and designed for complete seclusion, the poolside setting evokes a boutique resort experience. Whether basking in the sun, enjoying the gentle sound of water, or hosting intimate evenings under the glow of ambient lighting, this outdoor retreat is nothing short of extraordinary. The upper-level primary suite offers a serene escape, complete with its own sitting area and a covered balcony that captures the essence of relaxed island mornings and golden-hour evenings. Guest accommodations are equally inviting, offering comfort, privacy, and flexibility for hosting family or discerning visitors. Offered turnkey, the home presents a seamless opportunity for immediate enjoyment--whether as a private coastal retreat or a high-performing luxury rental. Every detail has been considered to ensure effortless living without compromising character or authenticity. Just moments from the vibrancy of Old Town, yet worlds away in feel, this is a residence that embodies the true spirit of Key West--elegant, intimate, and undeniably captivating.

1319 Newton St, Key West
3034 Riviera Dr, Key West
$3,398,000
3 Beds ⋅ 4 Baths ⋅ 619475 MLS
Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout. Marvel at the attention to detail in the updated kitchen featuring a waterfall island and all new stainless steel appliances. Outside, a heated salt pool, equipped with automation and a water feature, invites you to unwind amidst the lush turf and enchanting landscape lighting. Relish in unparalleled privacy with a comprehensive privacy wall and fencing, enhanced by a Mosquito Nix system for a pleasant outdoor experience. Enjoy the added conveniences of a whole-house automatic generator and on-demand gas water heater. Nestled in an environment that offers the best waterfront living, your lifestyle is enhanced by limitless opportunities for boating and fishing--right from your backyard: automatic front gates, circular driveway, and awning-covered parking round out this unparalleled offering. Elevate your life with this matchless blend of luxury and oceanic freedom!

3034 Riviera Dr, Key West
1501 White St, Key West
$2,880,000
4 Beds ⋅ 3 Baths ⋅ 619469 MLS
Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Guest Retreat located near by Casa Marina and steps from Old Town. Welcome to your own private tropical compound just blocks from the beach, tennis and pickleball courts, and the iconic White Street Pier where you're perfectly positioned for sunrise strolls, sunset views, and everything in between. Nestled on a lush corner lot surrounded by swaying palms and vibrant tropical foliage, this property offers both privacy and proximity to the best of island living. The main house blends timeless Key West charm with modern comfort, featuring sunlit living spaces and breezy indoor-outdoor flow. Step outside to your resort-style backyard, where a sparkling pool is the centerpiece for relaxation and entertaining. The separate pool house offers flexible space for guests, a studio, or home office. Whether you're hosting sunset gatherings, enjoying a dip after a morning beach walk, or strolling to local shops and cafes, this is island living at its finest. Experience the perfect blend of tranquility, convenience, and tropical beauty—right in the heart of Key West. Here, mornings begin with the sound of the ocean in the distance, afternoons are spent floating in the pool, and evenings bring gatherings under starlit skies. This is more than a home—it's a slice of paradise in the heart of Key West. All you need is to move in and start living your Key West dream. Built with storm readiness in mind, the residence features hurricane-impact windows and doors, offering enhanced safety, sound reduction, and energy efficiency. Complementing these upgrades is a whole-house generator, delivering seamless power during outages and elevating everyday comfort with true peace of mind.

1501 White St, Key West
81 Golf Club Dr, Key West
$599,000
2 Beds ⋅ 2 Baths ⋅ 619408 MLS
Now, one of the best priced homes in the KW Golf Club with beautiful updates & great location! Welcome to your island retreat in the sought-after Key West Golf Club community on Stock Island. Overlooking the first green of the Rees Jones-designed golf course, this beautifully updated 2-bedroom, 1.5-bath home offers a rare combination of privacy, scenic views, and resort-style living. Inside, the 780-square-foot home features waterproof flooring, crown molding, and a renovated kitchen and full bath (2021) with modern finishes and appliances. Additional upgrades include a WiFi-enabled LG laundry center, whole-home water filtration system, and Bahama shutters that enhance the home's classic island charm while providing added storm protection. Relax on the screened rear porch overlooking the first green--perfect for morning coffee or evening cocktails. The guest bedroom also features a private front balcony to enjoy the island breeze. Ideally located directly across from the community's large lagoon-style pool, fitness center, HOA office, and butterfly garden, this home offers convenient access to the neighborhood's premier amenities. HOA dues include community maintenance, high-speed fiber optic internet, and DIRECTV streaming service within this gated community. Whether you're looking for a primary residence, vacation home, or income-producing investment, this property offers exceptional flexibility with 28-day minimum rentals permitted with the required City of Key West license. Street parking for two vehicles adds everyday convenience. Enjoy peaceful golf course living just minutes from the restaurants, shops, waterfront, and nightlife of Old Town Key West and Duval Street. **Now offered at $599,000.** Owner is a licensed Florida real estate agent and the listing agent.

81 Golf Club Dr, Key West
1109 Stump Ln, Key West
$2,199,000
3 Beds ⋅ 4 Baths ⋅ 619404 MLS
On a quiet lane in Old Town, this classic Conch home offers a setting where life feels just a little slower and a lot more enjoyable. From the moment you step inside, the home draws you outward, where indoor living blends naturally with the surrounding outdoor spaces. The heart of the home is built around entertaining. The living area, kitchen, and dining space come together in a way that encourages gathering, while the outdoor covered patio is perfect for dining or lounging creating a natural extension for everything from slow mornings to late evenings. Step outside and the pace shifts. Sitting on a large L shaped lot, the pool becomes the centerpiece, surrounded by deck space, greenery, and just enough privacy to make it feel like your own little corner of the island. The inviting primary suite is a peaceful retreat, featuring vaulted ceilings and French doors that open directly to the pool. Upstairs, two additional bedrooms and a shared bath provide comfortable separation, while the detached poolside cottage, with its own bath and outdoor shower offers flexible space for guests, a workspace, or added privacy. A convenient powder room is also located just off the kitchen. Dade County pine walls, wood floors, and tall ceilings bring warmth and authenticity, giving the home a sense of history without ever feeling heavy. It is comfortable, inviting, and easy to live in, the kind of home that makes everyday moments feel just a little more special. Quiet, central, and layered with history, 1109 Stump Lane stands as one of Old Town's most compelling hidden opportunities, a rare chance to own a truly private retreat in the heart of Key West.

1109 Stump Ln, Key West
68 Merganser Ln, Key West
$648,900
2 Beds ⋅ 2 Baths ⋅ 619363 MLS
Beautifully finished, lovingly maintained, and fully furnished 2-bedroom, 1.5-bath townhome in the Key West Golf Club. Situated at the end of the cul-de-sac, in the most convenient location of the golf club, this home is easy to access and provides plenty of parking. The end-unit gives additional privacy and natural light, along with a screened-in wraparound porch surrounded by lush landscaping to extend your entertaining space outdoors. Inside, the cheerful home welcomes you with thoughtfully selected furnishings that maximize the space, fresh, tropical paint colors, as well as updated floors, kitchen, and bath. The first floor is an open floor plan with half bath, kitchen, dining area and living room that opens to the covered porch. The second floor has two bedrooms and a full bath. This location in the community provides plenty of off-street parking for you and your guest, right outside the door. Residents of this gated community enjoy 24-hour security, a fitness center, walking paths, clubhouse, and two resort-style pools.

68 Merganser Ln, Key West
912 James St Unit 2, Key West
$1,199,000
3 Beds ⋅ 3 Baths ⋅ 619306 MLS
Tucked away in the Historic Seaport District, this unique three-bedroom, two-and-a-half-bath condo offers privacy, charm, and flexibility in an exceptional location. Set behind a gated rear entry, the property features a private pool, deck, and lush mature tropical landscaping. The main cottage includes a spacious primary suite with en suite bath, inviting living and dining spaces, a large kitchen, and laundry. A separate guest cottage offers two additional bedrooms and a full bath. Just moments from dining, shopping, and more, this is a wonderful opportunity for an island home, guest retreat, or rental investment.

912 James St Unit 2, Key West
1019 Eaton St, Key West
$1,799,000
3 Beds ⋅ 2 Baths ⋅ 619235 MLS
Tucked within the charm of Old Town Key West, this historic Eyebrow home invites a lifestyle shaped by tropical surroundings, outdoor living, and close proximity to the island's most recognized destinations. Set on a deep 4200+ square foot lot stretching from Eaton Street to Thompson Lane, the property offers 3 bedrooms and 2 baths in a setting designed for both everyday living and relaxed entertaining. Recognized as a 2016 Preservation Award Winner, this lovely home reflects thoughtful preservation of its architectural style while incorporating modern updates. Inside, a light-filled living area, and a main-level primary bedroom create a comfortable and functional layout. The open design flows naturally to the outdoor spaces, while the updated kitchen features white cabinetry, quartz countertops, stainless steel appliances, tile backsplash, and dedicated prep space, along with additional storage and an interior laundry area. French doors extend the living space outward to a covered deck and courtyard. The outdoor setting is a defining element of the home, centered around a private heated pool, covered lounge area and outdoor bathroom. Gorgeous palms and lush plantings frame the backyard, creating a private garden atmosphere with brick walkways and a spacious courtyard for dining and gathering, while string lighting enhances the space for evening ambiance. The deep lot includes off-street parking with a brick-paved driveway accessed from Thompson Lane, a valuable feature in Old Town. Just moments from the Historic Seaport, Duval Street, and some of Key West's most loved local spots, this location provides convenient access to dining, shopping, and live entertainment. With its combination of location, outdoor living spaces, and off-street parking, this property presents a compelling opportunity for use as a primary residence or vacation home in Old Town Key West..

1019 Eaton St, Key West
25 Kingfisher Ln, Key West
$750,000
2 Beds ⋅ 3 Baths ⋅ 619138 MLS
Tucked away on a quiet private cul-de-sac in the highly sought-after Key West Golf Club community, 25 Kingfisher Lane offers a rare blend of privacy, convenience, and island charm. With easy parking and an exceptional setting, this light-filled residence stands out from the rest.This beautifully positioned home features an expansive wraparound deck, larger than most, along with additional windows that flood the interior with natural light. Located within a gated community, it perfectly captures the essence of relaxed island living. Enjoy tranquil golf course and lagoon views from the back porch, an ideal spot for morning coffee or unwinding in the evening breeze. The open-concept living and kitchen area flows seamlessly to the outdoor spaces, creating a perfect setting for entertaining or simply relaxing in peaceful surroundings.Offering 2 bedrooms and 2.5 baths, the upstairs layout includes two en-suite bedrooms, providing comfort and privacy for residents and guests alike. The oversized side yard adds valuable outdoor space that is ideal for lounging, gardening, or enjoying the Florida sunshine. Residents of the Key West Golf Club community enjoy resort-style amenities, including a lagoon-style pool, a second neighborhood pool, fitness center, on-site management, and 24-hour gated security.Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, this home delivers the perfect combination of comfort, lifestyle, and classic Key West appeal.

25 Kingfisher Ln, Key West
3011 Riviera Dr, Key West
$899,000
3 Beds ⋅ 2 Baths ⋅ 619102 MLS
Welcome to 3011 Riviera Drive, nestled in the sought-after Riviera Shores neighborhood of Key West! This delightful 3-bedroom, 2-bathroom home boasts versatility and space, featuring a spacious bonus room--ideal for guests or an in-law suite. The property sits on a generous 6,000 sq ft lot with a large fenced backyard, perfect for adding a pool. Relish in the tranquility of mature banana and mango trees, complemented by tall Christmas palms enhancing the front yard's allure. Enjoy off-street parking, a concrete driveway, and the nearby public boat ramp for aquatic adventures. The home includes nice comforts such as a durable metal roof, sound proof windows and doors, storm shutters, and a privacy fence. Relax on the covered back patio, and appreciate the proximity to Key West's Old Town, beaches, schools, shopping, and businesses--truly an inviting retreat!

3011 Riviera Dr, Key West
1401 Simonton St Unit # 11, Key West
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 619022 MLS
This two-bedroom, two-bathroom condominium residence at Santa Maria Suites Resort offers both personal use and strong rental income potential. One of the resort's limited single-level units, the property produces nearly $200,000 in annual gross rental income and allows for transient nightly rentals. The floor plan features a generous living and dining area, full kitchen, and two private bedroom suites. Located just steps from iconic Duval Street, the property provides convenient access to Old Town restaurants, shops, and nightlife while maintaining a quiet resort setting. Resort amenities include swimming pool, fitness center, and off-street parking. Planned improvements to the residences, pool, and fitness areas are scheduled for completion in 2027. The current owner has paid the majority of the special assessment associated with these upgrades. Owners may choose their own rental management company or participate in the on-site program. Suitable for buyers seeking an income-producing investment, second home, or a combination of both.

1401 Simonton St Unit # 11, Key West
1613 Trinidad Dr, Key West
$1,285,000
3 Beds ⋅ 2 Baths ⋅ 618990 MLS
Updated home with a bright floor plan featuring quartz counter tops, stainless steel appliances, luxury vinyl flooring, and wraparound windows with remote control blinds. Spacious primary suite with walk-in closet, ductless zoned A/C, and French doors to wraparound screened patio that's 612 sq. ft. Heated 13x7 swim spa with outdoor seating. Concrete, elevated for lower insurance, insulated windows, central A/C and heat, backup generator, security system, central vacuum, retractable awning, extra storage, and a one car garage. Move in ready/

1613 Trinidad Dr, Key West
3930 S Roosevelt Blvd Unit S205, Key West
$559,000
3 Beds ⋅ 2 Baths ⋅ 618678 MLS
New lower price and now ready to occupy, you can enjoy the best priced 3 BR Property on Key West! Stop throwing away money on rent and step into Key West homeownership with this 3 BR and 2 BA value. Properties like this are rare in the Key West market when considering the value pricing and the affordable costs of ownership with low condo fees, insurance and taxes. Offering granite tile floors, an upgraded kitchen, and crown molding and trim details, the condo is ideally located in the South Wing with a southeasterly view not affected by the laser hot afternoon sun. Along with an inviting sun drenched swimming pool, perhaps the best community fitness center in all Key West is located at Las Salinas. It features private access to cardio and strength rooms, has high quality equipment, and is spotless. For your convenience, nearby is a small grocery store and bus stop for easy transportation on Key West. The popular 2 mile long Smathers Beach promenade is just outside the entrance and perfect for morning walks, biking, or just to enjoy sunrises and sunsets. Now competitively priced for only $559,000. Call for your private tour.

3930 S Roosevelt Blvd Unit S205, Key West
1501 Florida St, Key West
$2,595,000
4 Beds ⋅ 3 Baths ⋅ 614088 MLS
Price Reduction. Excellent opportunity to purchase a luxurious, modern, and refined single-family home in one of the best neighborhoods in Key West. This 4bed/3bath completely renovated and modern home is being offered completely furnished with all new furniture and ready for new owners. Just over 1930 S.F. of beautiful living space and situated on a 5,896 S. F. corner lot. This CBS home has all hurricane impact rated windows & doors, flood panels for all doors, and 25 KW Generac stand by whole house generator. There is an abundance of windows & doors allowing for plenty of natural light throughout the home. True chefs kitchen features gorgeous cabinets & counter tops with all stainless steel appliances. Dual ovens, gas stove top range, and wine cooler make your kitchen complete. The kitchen opens up to your amazing living & dining room areas. From there you will find this opens up to a super nice covered outdoor patio area, in ground, salt water, and heated 27L X 9W Jacuzzi & pool with water fall. Ready to kick back and relax. Outdoor areas have travertine tiles throughout and have lush native tropical landscaping with lighting & irrigation systems. Property has a 1 car covered carport and CBS privacy fencing around entire property. This home is located within walking distance to Higgs Beach, White St. Pier, and a short distance to Key West Best restaurants, beaches, museums, and art galleries. This is truly a home where modern luxury meets Key West paradise. Listing agents are related to the sellers.

1501 Florida St, Key West
2914 Fogarty Ave, Key West
$1,100,000
4 Beds ⋅ 2 Baths ⋅ 617746 MLS
Nestled within lush tropical landscaping, this unique Key West home offers serene privacy and island charm just minutes from everything. A winding brick pathway leads you through mature palms and gardens to an inviting covered entryway. Inside, the home features spacious open living areas with exposed beam ceilings, a functional kitchen, and two classic tiled bathrooms, including a glass-block walk-in shower, large windows, and natural light throughout. This two-story property also includes a generous outdoor living deck, perfect for relaxing or entertaining, and a tranquil garden setting that feels like your own private retreat. With its solid structure, character-filled details, and endless potential to personalize, this home is an exceptional opportunity for buyers seeking charm, space, and the true island-living experience. A unique opportunity to own a character-filled home with endless potential in a desirable location.

2914 Fogarty Ave, Key West
2601 S Roosevelt Blvd Unit 406A, Key West
$935,000
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
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
77 Seaside North Ct, Key West
$1,249,000
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
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
202 Golf Club Dr, Key West
$799,000
2 Beds ⋅ 3 Baths ⋅ 618354 MLS
Seller financing available. 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!

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