Key West FL Real Estate & Homes for Sale

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Beds:
6
Baths:
7.00
Sq.Ft.:
3,425
Status:
Active
MLS#:
617122
Type:
Single Family
Subdivision:
Old Town - Unrecord (1.0)
Lot size:
0.15 Acres
Year built:
2025
Courtesy: RE/MAX Keys Connection (KW) 305-296-1400
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ADDITIONAL INFORMATION

Discover unparalleled luxury in the heart of Old Town, Key West. Comprised of a main house and guest cottage, this newly built ''Smart'' property infuses casual island elegance with modern sophistication. With a total of 6 bedrooms and 6.5 bathrooms, this home is an award winning architect-designed, custom-built luxurious property, complete with off-street parking, impact windows and doors, and is located in the Historic District of Old Town. Entering through your white picket fence, a Chicago brick walkway guides you to your spacious front porch, offering views of the Truman Annex and Whitehead Street. A Mahogany front door welcomes you into the main house. The main house is a two story home with White Oak hardwood flooring, and four well appointed bedrooms, each with en suite bathrooms featuring custom millwork. The ground floor is an open plan living, kitchen and dining area with an expansive chef's kitchen, including Miele appliances, column refrigeration and a large entertaining Quartz stone island. Wall-to-wall sliding glass doors open to a luxuriously sized covered, travertine-tiled back patio which includes a lounge seating area, and outdoor kitchen with built-in grill. A heated pool with waterfall is the perfect spot to cool off after exploring Key West's nearby attractions. The adjacent single-story guest cottage consists of two bedrooms, both with en suite bathrooms. Complete with a private entrance, kitchenette, living area, and private plunge pool hot tub. Additionally, an outdoor shower is just steps away down a private garden path. This property is an entertainer's dream; with professionally designed interiors, and a built-in Sonos speaker sound system throughout, both indoors and outdoors. A quick walk around the block puts you in the absolute center of Key West's action. Hank's, Sloppy Joe's, Mallory Square, and other hot spots are just steps away. Come experience Key West luxury at its finest!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,271
Status:
Active
MLS#:
617116
Type:
Single Family
Subdivision:
Old Town - Unrecord (1.0)
Lot size:
0.13 Acres
Year built:
2002
Courtesy: Brenda Donnelly Real Estate LLC 305-304-1116
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ADDITIONAL INFORMATION

NOW offered fully furnished! Located on a rare double lot in the coveted X flood zone, discover an extraordinary opportunity to own a luxurious sanctuary in the heart of Old Town Key West. Built in 2002 and a complete renovation in 2025, the furnished 3BD/2BA main home masterfully fuses island-contemporary style with timeless sophistication. Additional features include wrap-around porches, soaring ceilings, sun-drenched open living spaces, and elegant finishes throughout. The private primary suite encompasses the entire second floor, creating a serene personal retreat featuring a second floor balcony, walk-in closet, designer bath complete with a soaking tub, double vanity, and shower. The chef's kitchen is a true centerpiece with custom cabinetry, a striking quartz waterfall island, and high-end Thermador stainless steel appliances for easy living. Impact French doors lead seamlessly to the outdoor dining area featuring an alfresco kitchen and powered lanai. Step outside into your own private paradise—complete with a 15x22 heated saltwater pool, Dekton tiled waterfall, outdoor shower, and over 500 square feet of decking - all surrounded by lush landscaping. The brand-new furnished 1/1 guest cottage provides spacious comfort and privacy for family and friends. Additional property features include new HVAC systems, hardwood floors, and gated off-street parking for two. This one-of-a-kind property embodies the very best of island living—modern luxury, effortless comfort, and a location that places you moments from the vibrant heart of Key West.

Beds:
2
Baths:
2.00
Sq.Ft.:
980
Status:
Active
MLS#:
617112
Type:
Condo/Townhouse
Subdivision:
Key West By The Sea (3.0)
Year built:
1967
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

Located directly across the street from the Ocean/ Smather's Beach, this beautifully renovated 2 Bedroom, 2 Bathroom condo is available at Key West by the Sea! Impact resistant Doors and Windows, newer mini splits, new cabinets, granite counters, an In- Unit Washer and Dryer, and best of all - a Brand New- Second Full Bathroom!!! Beautifully tiled baths with new vanities, light fixtures, and the beautifully painted light bluish-green paint give this condo a wonderful coastal feel. This gated community has 2 large pools, tennis, a club house, and is situated on 8 acres of land- and best of all- it is across the street from Smather's Beach- offering great snorkeling, kite surfing, and a bike path which can get you anywhere in Key West, or on a great ride or run up the Keys!

Beds:
1
Baths:
1.00
Sq.Ft.:
754
Status:
Active
MLS#:
R11136519
Type:
Condo
Subdivision:
KEY WEST BY THE SEA
Lot size:
8 Acres
Year built:
1967
Courtesy: Coldwell Banker Schmitt RE Co 305-743-5181
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ADDITIONAL INFORMATION

Only steps away from our island's largest and most serene sandy beach, this top-floor unit offers an unbeatable location for swimming, snorkeling, bicycling and beach walks. Enjoy stunning ocean and pool views from your private balcony and soak in that coveted west-facing Key West sunset every day. The bright and airy open floor plan is move-in ready, featuring impact windows and doors, along with an efficient mini-split A/C system. Situated within one of Key West's most desirable resort-style communities, residents enjoy two pools, tennis courts, a clubhouse, shuffleboard, and eight acres of lush, tropical landscaped grounds. Sit back and relax in this expansive green space, and embrace the island life. Two unit parking spots and guest parking add to the conveniences for visiting family family and friends. Whether you're seeking a full-time residence or an investment opportunity, Key West by the Sea combines prime beachfront proximity with comfort, style and coastal charm.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,578
Status:
Active
MLS#:
617092
Type:
Single Family
Subdivision:
Key West Realty Cos Sub (3.0)
Lot size:
0.11 Acres
Year built:
1958
Courtesy: Key West Luxury Real Estate Inc (KW) 305-849-8683
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ADDITIONAL INFORMATION

Discover the charm of 2105 Fogarty Ave—an inviting Key West gem that blends character, comfort, and an ideal island lifestyle. From the moment you step inside, you'll find bright, welcoming spaces filled with personality and warmth. Each room offers thoughtful details and natural light, creating an atmosphere that feels instantly like home. Enjoy the lush, sun-filled garden—a private outdoor retreat surrounded by tropical landscaping, perfect for morning coffee, relaxing afternoons, or entertaining under the evening sky. Inside, the open-concept living area provides an easy flow for everyday living and gatherings, enhanced by tasteful décor and a relaxed Key West vibe. The kitchen combines modern functionality with timeless charm, offering everything you need to cook, connect, and enjoy time with friends and family. Every space in this home has been carefully curated to celebrate the unique spirit of island living. And with a prime location, you're just a short bicycle ride from Key West's lively dining scene, nightlife, and beautiful beaches. Experience the best of Key West at 2105 Fogarty Ave—a home where comfort meets coastal charm. Don't miss the opportunity to make it yours. Call to schedule a showing today!

Beds:
1
Baths:
1.00
Sq.Ft.:
405
Status:
Active
MLS#:
617074
Type:
Condo/Townhouse
Subdivision:
Old Town - Unlisted (1.0)
Lot size:
0.1 Acres
Year built:
1928
Courtesy: Truman & Co. (KW) 305-292-2244
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ADDITIONAL INFORMATION

Don't miss this TRANSIENT licensed condo just steps away from the famous Duval Street. This second floor 1 bedroom 1 bath unit with 14ft high ceilings is being offered turnkey. Currently operating as a very successful short term vacation rental business. Experience all that Key West has to offer nearby with restaurants, shops, art galleries, beaches and more all in walking or biking distance!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,640
Status:
Active
MLS#:
617066
Type:
Single Family
Subdivision:
Monroe Investement Co Sub (2.0)
Lot size:
0.17 Acres
Year built:
1943
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
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ADDITIONAL INFORMATION

Opportunity awaits in the heart of Midtown Key West! This rare double-lot offering includes two side-by-side parcels with endless potential for redevelopment or renovation. 1503 Seminary Street features a 2-bedroom, 1-bathroom single-family home built in 1943 with 1,160 sq. ft. of living area. The home offers a spacious layout ready for your personal touch — ideal for a full remodel or a complete redesign. 1509 Seminary Street currently includes a small structure in need of teardown, providing a clean slate for new construction, expansion of the adjacent home, or the creation of a private compound. Zoned residential and centrally located just minutes from beaches, shopping, dining, and Old Town, this is an exceptional investment for builders, developers, or anyone looking to create their own Key West .

Beds:
3
Baths:
1.00
Sq.Ft.:
920
Status:
Active
MLS#:
617022
Type:
Single Family
Subdivision:
Old Town - Unrecord (1.0)
Lot size:
0.07 Acres
Year built:
1928
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

Transient receiver site - Truly a diamond in the rough. Great location, behind the Hemingway House between Duval and Whitehead Street. Lot backs up to Whalton Lane (off Duval) with room for parking and a pool. Bring your contractor and a transient license to the property and she will truly shine like the Hope Diamond with happiness and prosperity. Buyers should do their own due diligence to determine transient license receivership requirements prior to making an offer. Probate is required.

Beds:
4
Baths:
5.00
Sq.Ft.:
3,336
Status:
Active
MLS#:
617020
Type:
Single Family
Subdivision:
Old Town - Unlisted (1.0)
Lot size:
0.21 Acres
Year built:
1938
Courtesy: Truman & Co. (KW) 305-292-2244
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ADDITIONAL INFORMATION

MOTIVATED SELLERS! Exceptional Old Town estate with pool, gardens, and 2 guest houses in the heart of Key West. This impeccable property blends timeless architecture with modern updates across three beautifully appointed structures. Behind a privacy wall & gate, the estate includes a grand main residence and two guest houses (both with kitchenettes), offering a total of four bedrooms and four-and-a-half baths. The main house welcomes you with an open floor plan, soaring ceilings, and a light-filled living and dining area. A dramatic wall of glass featuring new 40-foot impact-rated Nana doors and skylights opens to reveal lush tropical gardens and a resurfaced PebbleTec pool with a cascading waterfall. The heated, chilled, and saltwater-converted pool includes new tiled coping and a remote-controlled waterproof outdoor TV for movies or game nights under the stars. The gourmet kitchen features top-of-the-line appliances, Italian cabinetry, Silestone countertops, and a new espresso bar with wine cooler and beverage center. Real stone and hardwood floors run throughout, including two spacious bedrooms, each with an en-suite bath. The primary suite offers French doors and a spa-like bathroom with premium fixtures. The front guest house provides flexible living space currently a den or ''man cave'' with a bedroom, pantry kitchen, and a stunning bath clad in rare iridescent Czechoslovakian green glass from the 1950s. The rear guest cottage, tucked at the back of the property, includes its own sitting & dining areas, wet-bar, vaulted ceilings, a unique bath with outdoor shower & a private porch overlooking the pool & garden. Additional upgrades include a whole-house generator, new exterior lighting and irrigation by Blue Island, a state-of-the-art sound system, hurricane and plantation shutters, fresh exterior paint, and lush landscaping. 2 off-street parking spaces complete this remarkable Old Town retreat.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,744
Status:
Active
MLS#:
617013
Type:
Single Family
Subdivision:
Key West Fwdn Sub (4.0)
Lot size:
0.14 Acres
Year built:
2024
Courtesy: Preferred Properties (KW) 305-294-3040
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ADDITIONAL INFORMATION

Experience refined island living in this BRAND NEW residence perfectly situated on a generous 10,800 square foot lot and elevated at an impressive 10.5 feet. This 3 bedroom, 3.5 bath home is a testament to modern coastal luxury, where timeless design meets effortless functionality. Constructed entirely of concrete, the open concept layout is framed by soaring cathedral ceilings and expansive impact-glass doors that bathe the interiors in natural light and invite the outdoors in. Premium finishes and high end appliances enhance every detail, creating a sophisticated yet comfortable living environment. The home features two primary suites — one upstairs and one downstairs — each with private outdoor access for seamless indoor-outdoor living. A separate, fully equipped guest cottage offers privacy and tranquility, complete with wide sliding doors that capture lush garden views. Designed by renowned landscape architect Craig Reynolds, the tropical grounds are a private oasis. Multiple covered patios surround the heated and chilled pool with sun shelf seating, while a striking coral rock outdoor shower adds a touch of island luxury. Additional features include a 481 square foot garage for parking and storage, a whole house Generac generator, standing seam metal roof, and all impact rated windows and doors, ensuring peace of mind and durability. Every element of this turnkey property has been curated with precision and care, resulting in a one-of-a-kind retreat that embodies the essence of elegant coastal living in Key West.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,311
Status:
Active
MLS#:
616994
Type:
Condo/Townhouse
Subdivision:
1800 Atlantic (2.0)
Lot size:
0.03 Acres
Year built:
1984
Courtesy: Coastal Collection Real Estate Inc. 305-731-7910
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ADDITIONAL INFORMATION

Licensed for nightly Rentals! On average 120k/yr. Introducing an exquisite offering at one of Key West's sought-after waterfront resorts, 1800 Atlantic Blvd. A completely remodeled, stylish 2-bedroom, 2-bathroom condo encompassing approximately 1,311 sq ft of luxurious living space. Transient license and established management make this a rare turnkey investment opportunity offering both a seamless path to rental income and a refined retreat for personal enjoyment. Remodel completed in 2022, this turnkey residence underwent a full interior renovation. The open-plan kitchen showcases brand-new appliances, sleek cabinetry, and generous counter space, perfect for entertaining or everyday island living. The spacious living area flows seamlessly onto a large private balcony, where ocean breezes and tropical surroundings create an effortless connection to the outdoors. Both bedrooms provide balcony access and serene comfort, complemented by two beautifully finished bathrooms and an in-unit washer and dryer. Perfectly positioned on the coveted sunrise side of 1800 Atlantic, this residence delivers the quintessential resort lifestyle featuring an Olympic-size heated pool, jacuzzi spa, three lighted tennis courts (hard and clay), lush tropical gardens, private beach access, BBQ/picnic areas, and covered garage parking. Located just minutes from Old Town Key West and the airport, the property balances tranquil oceanfront living with exceptional convenience. Whether you're seeking an income-producing asset or a luxurious island getaway, Unit 327C at 1800 Atlantic Blvd stands as an exceptional choice for those desiring effortless ownership and elevated coastal living in Key West.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,276
Status:
Active
MLS#:
616978
Type:
Single Family
Subdivision:
Pearlmans Subd (2.0)
Lot size:
0.17 Acres
Year built:
1958
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
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ADDITIONAL INFORMATION

Pool. Space. Privacy. -- Rare Double Lot Living in Key West 1719 Laird Street offers the space and upgrades buyers search for but rarely find in Key West. Set on an oversized double lot, this renovated 4-bedroom, 3-bath CBS home features generous living spaces, wide hallways, and abundant storage, creating a comfortable layout that feels open, functional, and easy to live in. The bright open-concept living area welcomes natural light and connects seamlessly to the outdoor spaces. Recent improvements include impact windows and doors, newer roof, new A/C system, updated appliances, and a whole-house generator, providing efficiency, security, and storm-ready peace of mind. Step outside to a private tropical backyard oasis featuring a resort-style swimming pool, lush landscaping, and a fully fenced yard--ideal for entertaining, relaxing, or enjoying the Key West lifestyle year-round. Located in a desirable residential neighborhood just minutes from Old Town Key West, beaches, boating, dining, and shopping, this move-in-ready property delivers the rare combination of space, privacy, and modern upgrades in one of the island's most sought-after locations. A rare opportunity to own a renovated Key West pool home on an oversized double lot.

Beds:
2
Baths:
2.00
Sq.Ft.:
798
Status:
Active
MLS#:
616969
Type:
Condo/Townhouse
Subdivision:
Sunrise At Seaside (3.0)
Year built:
2001
Courtesy: RE/MAX Keys Connection (KW) 305-296-1400
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ADDITIONAL INFORMATION

Transient Nightly Rental Just Listed! Come invest into Key West nightly vacation rentals with this affordable condo with great rental numbers. This perfect split floor layout with two (2) bedrooms and (2) bathrooms condo that overlooks the community shared pool for that amazing vacation location. Each bedroom has its own ensuite full bathroom. The kitchen overlooks the spacious living room filled with natural sunlight thanks to sliding glass doors which lead to your private balcony. Building and condo are professionally managed by a local management company, which makes for an easy turn key investment. If you come to Key West this is a great way to generate income on your vacations, or if you are just an investor looking for a good return, this is your deal! Schedule your showing today!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,938
Status:
Active
MLS#:
616968
Type:
Single Family
Subdivision:
Monroe Investement Co Sub (2.0)
Lot size:
0.17 Acres
Year built:
1959
Courtesy: Truman & Co. (KW) 305-292-2244
View additional info

ADDITIONAL INFORMATION

Tucked behind a new privacy fence, 1706 Seminary Street is a fully renovated home where thoughtful design meets laid back Key West living. Set on a generous 7,480 square foot lot, this 3 bedroom, 3 bathroom home, with 2 en suite bedrooms, offers nearly 2,000 square feet of interior space that has been completely reimagined for easy island living with all the modern updates already done for you. Inside, you will find a gorgeous new kitchen with quartz waterfall edge countertops, custom cabinetry, KitchenAid stainless steel appliances, and new flooring throughout. The spacious family room is surrounded by glass, filling the space with natural light, while a working fireplace adds warmth and charm. Sliding doors open directly to the pool deck, creating a seamless indoor and outdoor flow that is perfect for entertaining or relaxing. A standout feature is the third bedroom, which has its own private entrance and the option to function as a lockout suite. This flexible space is ideal for guests, extended stays, or potential rental use. The outdoor spaces feel like a private retreat. Meandering pathways guide you through lush landscaping to a resort style L shaped lap pool, two covered lounging areas, a Bahama inspired outdoor dining space, a private outdoor shower, and a secure shed for additional storage. Another thoughtful feature of the property is the side yard, where a modification to the existing fence could allow for approximately 20 feet of covered boat storage. For many Keys homeowners, the ability to keep a boat protected from the sun and weather is a major advantage. Whether you are looking for a full time residence or a part time island escape, this move in ready home offers comfort, flexibility, and the relaxed lifestyle that makes Key West so special, all just minutes from the best the island has to offer. **2026 New pool pump recently installed**

Beds:
4
Baths:
3.00
Sq.Ft.:
1,400
Status:
Active
MLS#:
616965
Type:
Single Family
Subdivision:
Key West Realty Cos Sub (3.0)
Lot size:
0.11 Acres
Year built:
1961
Courtesy: Coldwell Banker Schmitt Real Estate Co 305-809-1400
View additional info

ADDITIONAL INFORMATION

Discover the charm and practicality of 2524 Patterson Dr., a delightful Conch-style Key West pool home tucked away in sought-after Mid Town. Set on a generous 5,000 sq ft corner lot with lush mature trees, this home offers rare outdoor privacy, highlighted by a sparkling private pool and fully fenced backyard oasis. Large glass doors in the living room and primary suite invite in natural light and frame calming poolside views, making the transition from indoor to outdoor living seamless. This 3-bedroom, 3-bath residence, including a lock out Bedroom for additional privacy, also includes a flexible office or potential 4th bedroom, offering plenty of room for family living. The spacious kitchen is anchored by a granite-topped island with gas cooktop and bar seating — ideal for prepping meals or sipping your morning coffee. Each bedroom offers comfort and space, while the spa-style primary bath adds a touch of luxury. Off street parking and plenty of extra parking on both streets. Located in a quiet Mid Town neighborhood, yet just minutes to beaches, shopping, and dining, this home offers an unbeatable combination of comfort, location, and value.

Beds:
4
Baths:
5.00
Sq.Ft.:
2,628
Status:
Active
MLS#:
616940
Type:
Single Family
Subdivision:
Monroe Investement Co Sub (2.0)
Lot size:
0.13 Acres
Year built:
2022
Courtesy: Rob Severin Real Estate Co 645-235-5255
View additional info

ADDITIONAL INFORMATION

This British designer has spent over twenty years crafting contemporary properties in a luxurious Caribbean setting. Well-known for attention to detail and a commitment to sourcing the finest materials, this builder's constructions are exceptional. The spacious living room effortlessly merges with the outdoors upon opening the storm-proof sliding doors, creating a seamless transition between interior and exterior space..........The house features elegant tile floors throughout the first floor, while the second level is distinguished by luxurious hickory wood flooring. The dining room is tailored to accommodate a bespoke layout, complete with ambient mood lighting and refined cove molding. A a generously proportioned bedroom and bathroom, complete with private access to the pool area, are nestled at the rear of the first floor. This stunning four-bedroom, five-bathroom residence boasts an impressive 2,628 square feet of living space, set amidst a meticulously landscaped 5,600 square-foot lot. The masterful landscaping is the work of a renowned expert, celebrated for work on the most exclusive properties in the Florida Keys..........The main bedroom of this stunning residence has a beautiful bathroom with soaking tub, huge closet and sliding doors that open onto the upstairs balcony. The expansive wrap-around balcony also provides access to the two additional bedrooms, each featuring their own bathroom. The property's reflective metal cool roof is engineered to optimize energy efficiency and provide year-round comfort. Three independent air conditioning units ensure a consistently cool environment. There is also a 500 gallon underground gas tank and a 2.2 kw house generator. Additional features include off-street parking for multiple vehicles, a private driveway, and secure electronic gates and security camera system, solidifying this property's reputation as a masterpiece of timeless craftsmanship. Once you step inside, its allure will undoubtedly capture your heart

Beds:
3
Baths:
1.00
Sq.Ft.:
1,231
Status:
Active
MLS#:
616947
Type:
Single Family
Subdivision:
Old Town - Unrecord (1.0)
Lot size:
0.12 Acres
Year built:
1933
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
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ADDITIONAL INFORMATION

Charming Old Town gem with endless possibilities Discover a rare opportunity in the heart of Old Town Key West! This property sits on an exceptionally large lot — a true find in this historic neighborhood. With plenty of room to expand, you can create your own island oasis by adding a pool, enlarging the existing home, or even building a separate guest cottage. Just a short stroll to lively Duval Street, you'll be steps away from world-class dining, art galleries, and live music — all while enjoying the peace and character of a classic Key West street. This home has never before been on the market, making it a truly special offering with incredible potential to customize your dream retreat in paradise.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,421
Status:
Active
MLS#:
616917
Type:
Single Family
Subdivision:
Old Town - Unlisted (1.0)
Lot size:
0.09 Acres
Year built:
2025
Courtesy: Suzanne Moore Real Estate 305-797-0699
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ADDITIONAL INFORMATION

Introducing The Twins on Olivia - a storied Key West treasure reborn. Once known locally as ''Olivia's Twins'' and documented on the 1892 Sanborn maps, this historic Old Town property has been meticulously reimagined and rebuilt to perfection after once being condemned by the City of Key West. Today, it stands proudly renewed - a testament to timeless design, craftsmanship and the enduring charm of Key West architecture. Perfectly located on coveted Olivia St. in the Heart of Old Town, this residence enjoys a 10 out of 10 walkability score, offering effortless access to Key West's most beloved restaurants, galleries and historic attractions. Crafted by Kanga Construction, this architectural masterpiece blends historic inspiration with the finest modern finishes. The home features impact-rated windows and doors, including a striking custom mahogany front door, complemented by a mahogany entrance way & lattice detailing that echo the island's craftsmanship heritage. Inside, French oak flooring flows throughout open sun -filled living spaces. The designer kitchen features Viking appliances, gas stove, ice maker, Hansel & Bringle custom cabinetry & luxurious quartz countertops. Two distinct staircases pay homage to the original twin structures, offering privacy & architectural intrigue. Each bedroom suite boasts an ensuite bath & build in closets, with dual-zone air conditioning and dual whole house dehumidifiers ensuring year round comfort. Thoughtful details abound - plantation shutters, a curated furniture package by local designer David Smith & masterful finishes throughout. Outdoors, a heated pool with tranquil waterfall is framed by tropical landscaping that provides privacy while off street parking adds convenience. Meticulously executed in both form and function, The Twins on Olivia represents one of the most exceptional new builds to grace the Old Town Market in Years - a home honoring it's history while defining modern Key West luxury.

Beds:
3
Baths:
4.00
Sq.Ft.:
1,962
Status:
Active
MLS#:
616915
Type:
Single Family
Subdivision:
Old Town - Unrecord (1.0)
Lot size:
0.08 Acres
Year built:
1908
Courtesy: Brenda Donnelly Real Estate LLC 305-304-1116
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ADDITIONAL INFORMATION

The perfect embodiment of Key West located on a quiet lane in Old Town just a stroll from Duval Street and Historic Seaport. This cozy newly renovated, 3-bedroom, 3.5-bathroom home is the ultimate blend of calm island style inside and out. From the moment you arrive, 1017 Angela Street welcomes you with bold colors and playful design. The front porch offers an idyllic spot to start or end your days. As you enter the home, you're greeted by Historic Dade County Pine lined walls and an abundance of natural light filled with personality, wood floors, and colorful finishes. The kitchen offers granite countertops and stainless steel appliances with a separate expansive dining area that opens through impact rated French doors to the backyard perfect for entertaining or enjoying the island breeze. Downstairs you will also find a primary suite with ensuite bath offering convenience and privacy. As you make your way up a custom-painted staircase, you'll find two additional ensuite bedrooms, a second primary bedroom with a luxurious spa-like bath and a cozy reading nook that overlooks the shaded canopies below, and an additional guest suite. Outside you will find a beautifully landscaped backyard with a heated pool and an upgraded pool system, spa, outdoor shower, Trex decking, and tropical foliage and fruit trees that provide shade and seclusion. Whether you're dining alfresco under the stars or lounging poolside, this outdoor space is designed for island-style entertaining and sets the tone for relaxed island living. With off-street parking and a strong track record as a top-performing monthly vacation rental, this home is ideal as a personal escape, income-generating property, or both.

Beds:
5
Baths:
6.00
Sq.Ft.:
2,230
Status:
Active
MLS#:
616913
Type:
Single Family
Subdivision:
Old Town - Unrecord (1.0)
Lot size:
0.1 Acres
Year built:
1938
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
View additional info

ADDITIONAL INFORMATION

5 Beds 6 Baths Pool & Spa Prime Historic Location 627 Caroline Street is a rare opportunity to own a turnkey masterpiece in one of Key West's most coveted neighborhoods. Just steps from vibrant Duval Street and the iconic Historic Seaport, this fully furnished home perfectly blends timeless island charm with modern luxury. Completely rebuilt from the studs, this residence has been meticulously reimagined with top-tier craftsmanship—preserving its historic architectural features while delivering the comfort and convenience of new construction. Every inch reflects thoughtful design, from the airy open-concept living spaces to the high-end finishes throughout. Step outside into your private tropical oasis featuring a resort-style pool and spa, ideal for relaxing or entertaining under the Key West sun. Whether you're looking for a luxurious full-time residence, a vacation getaway, or a high-end rental investment, 627 Caroline checks all the boxes. Highlights:
• 5 spacious ensuite bedrooms
• 6 designer bathrooms
• Stunning pool and spa with lush landscaping
• Off-Street Parking, Fully furnished, and move-in ready
• Premier Old Town location - walk to restaurants, shops, Gym, and the marina
• Seamless blend of historic charm and modern elegance This is Key West living at its finest—don't miss your chance to own a piece of paradise.

Beds:
3
Baths:
4.00
Sq.Ft.:
1,796
Status:
Active
MLS#:
616910
Type:
Single Family
Subdivision:
Key West Investment Co Sub (1.0)
Lot size:
0.04 Acres
Year built:
2007
Courtesy: Vested Palm Real Estate and Home Services 305-509-0469
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ADDITIONAL INFORMATION

Experience the best of Key West living at 809 Washington Street #102, located in the exclusive Casa Marina neighborhood. This exquisite 3-story townhome offers a 3-bedroom, 3.5-bath residence (sleeps 8-10) showcasing nearly 1,800 sq ft of sophisticated island style, featuring high-end finishes, bright open living spaces, a gourmet kitchen with stainless steel Viking appliances, seamless indoor-outdoor living, and one deeded parking space. Relax in your own private tropical oasis, complete with a heated pool and lush landscaping, perfect for entertaining and unwinding in paradise. With only a short walk to the beach, restaurants, famous Duval Street and entertainment, 809 Washington offers the perfect blend of island luxury and walkable Key West living and adventures.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,216
Status:
Active
MLS#:
616909
Type:
Condo/Townhouse
Subdivision:
The Foundry (1.0)
Lot size:
0.02 Acres
Year built:
1994
Courtesy: Truman & Co. (KW) 305-292-2244
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ADDITIONAL INFORMATION

Completely renovated and move-in ready, The Foundry #23 in Key West's exclusive Truman Annex is a rare gem that blends historic charm with modern luxury. This beautifully updated townhome features custom Hansen & Bringle cabinetry throughout, quartz countertops, and brand-new appliances in the kitchen. The Primary Suite offers ample closet space and a redesigned bath with custom cabinetry and a linen closet. Elegant finishes include travertine and hardwood floors, crown molding, baseboards, and custom handrails. Impact-rated windows and doors enhance both style and energy efficiency. Additional upgrades include square recessed LED lighting with dimmers, re-ducted A/C vents, new washer and dryer, water heater, and ceiling fans. Bathrooms have been refreshed with new layouts, vanities, sinks, and fixtures. Located within the gated Truman Annex, this home offers privacy and tranquility just steps from Duval Street, the Ernest Hemingway Home, and Fort Zachary Taylor Beach. Whether you're seeking a full-time residence, vacation retreat, or investment property, The Foundry #23 delivers exceptional craftsmanship, prime location, and timeless appeal.

Beds:
5
Baths:
6.00
Sq.Ft.:
3,597
Status:
Active
MLS#:
616896
Type:
Single Family
Subdivision:
Hilton Haven Sec 2 A (2.0)
Lot size:
0.31 Acres
Year built:
1967
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

Double waterfront MM 2 in Key West. Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront pool, 15,000 lb. boat lift and convenient dock overlooking the Key West Yacht Club and Garrison Bight. On the north side, enjoy unencumbered views from the serene, covered entry porch of the Gulf of Mexico with a deeded 75' by 300' bay bottom parcel. Upon entering through the handsome oversized wooden doors, you are greeted by the living room's custom hand built beamed wood cathedral ceiling and a majestic staircase. The sunroom features French doors that open to views of the pool and harbor. The expansive backyard includes a covered dining area, a 45' waterfront deck overlooking the dock and boat lift. The chef's kitchen is designed for entertaining, equipped with ample counter space, Viking appliances, and a Fisher Paykel cooktop. The first-floor primary suite opens to a rear private deck and dock. Completing the first floor is the laundry room, half-bath, full bath, and a charming guest bedroom. The sunroom with wet bar and bathroom provides access to the one car garage, and second staircase leading to the second floor office with custom wood paneling, cabinetry, a full bath and deck with views of the Florida Bay and Garrison Bight. The second floor provides a bonus game room and hosts two additional bedrooms connected by a beautiful bathroom. Throughout this meticulously renovated residence, the present owner has incorporated vaulted ceilings on all levels, custom woodwork, and built-ins, creating a truly spectacular living space. The property must be seen to truly appreciate it. https://show.tours/e/4vNFpvG

Beds:
4
Baths:
2.00
Sq.Ft.:
1,948
Status:
Active
MLS#:
616878
Type:
Single Family
Subdivision:
Riviera Shores (3.0)
Lot size:
0.15 Acres
Year built:
1958
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

Welcome to 2926 Flagler Avenue! This single-family home has four bedrooms and two baths, a swimming pool and is nestled on a 6,360 square foot lot located in a wonderful New Town central location. The spacious interior affords you the opportunity to entertain family, friends, and truly relax in comfort. Having been well maintained throughout the years, this CBS home has a v-crimp metal roof, impact rated windows and doors throughout plus accordion shutters providing an additional layer of peace of mind protection. The open layout features a flexible living atmosphere that leads to the possibility of one bedroom being a lockout with its own exterior entrance or an ideal multigenerational living arrangement. The low maintenance backyard is perfect for entertaining, and the swimming pool is sure to bring joy to those who yearn for living the Key West lifestyle. A fully fenced yard offers privacy and security. Located within minutes of shopping, the beaches, and many wonderful dining venues that Key West has to offer. This property is the one that checks off many of the boxes and is competitively price to sell. Please call me today to view your future home!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,839
Status:
Active
MLS#:
616870
Type:
Single Family
Subdivision:
Kamien Plat #2 (2.0)
Lot size:
0.14 Acres
Year built:
1958
Courtesy: Coldwell Banker Schmitt Real Estate Co. (KW) 305-296-7727
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ADDITIONAL INFORMATION

Designed for relaxed island living, this modern home blends privacy, comfort, and convenience in Midtown, just minutes from dining, beaches, and nightlife. Clean lines, tall ceilings, and an abundance of natural light define the open-concept living spaces, while retractable impact glass doors invite seamless indoor-outdoor living. The updated kitchen pairs style with function, featuring quartz countertops, a tile backsplash, premium stainless-steel appliances, and open sightlines to the dining and living areas—perfect for entertaining. The living space extends outdoors to a backyard retreat with a pool, generous lounge areas, and room for both sun-soaked afternoons and relaxed evening gatherings. The covered pool bar and adjacent half bath add thoughtful convenience for hosting. The primary suite is elevated and positioned in its own wing, offering a calm retreat with en suite bath, walk-in closet, and access to a private deck overlooking the pool. Two additional bedrooms are equally well-appointed, providing comfortable accommodations for family or guests. Built with durability and ease of maintenance in mind, the concrete construction includes a metal roof, impact doors and windows, security system, and a private gated driveway with two keypad entry gates—ideal for full-time residents or seasonal use. For buyers seeking investment potential, the property already offers a strong rental history, with January through March secured at $41,500 and returning tenants eager to continue year after year. Bright, airy, and thoughtfully designed, this home captures the essence of relaxed modern living in one of Key West's premier neighborhoods.

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Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Florida Keys Board of Realtors® Florida Keys MLS, Inc. Real Estate listings held by brokerage firms other than the owner of this site are marked with the MLS logo and detailed information about them includes the name of the listing broker's office. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate.


Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc.




Key West Real Estate

Key West is located in Florida. Key West, Florida has a population of 26,776. Key West is more family-centric than the surrounding county with 23.73% of the households containing married families with children. The county average for households married with children is 20.65%.

The median household income in Key West, Florida is $75,638. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Key West is 44.2 years.

Key West Weather

The average high temperature in July is 89.4 degrees, with an average low temperature in January of 63.6 degrees. The average rainfall is approximately 43.8 inches per year, with 0 inches of snow per year.

Key West Map

Key West Real Estate Market Conditions

  • Median sales price

    $1,150,000
    26.6%
    change since last quarter
  • # Active listings

    477
    30-day change

Key West Schools and Demographics

Education near Key West, FL

City County
High School Graduates 92.62 92.07
College Degree - 2 year 6.92 7.93
College Degree - 4 year 39.58 35.69
Graduate Degree 11.59 9.88
Expenditures per Student 20,907 20,907
Students per Teacher 14.7 14.7

Elementary Schools near Key West, FL

Grades Students P/T Ratio ZIP
Gerald Adams Elementary School PK - 05 544 13.3 33040
Horace O'Bryant School PK - 08 1,059 14.3 33040
Key West Montessori Charter School KG - 08 149 16.6 33040
Monroe Virtual Instruction Program (District Provided) KG - 05 6 33040
Poinciana Elementary School PK - 05 663 15.1 33040
Sigsbee Charter School KG - 08 478 17.1 33040
Stanley Switlik Elementary School PK - 05 566 14.2 33050
Sugarloaf School PK - 08 526 15 33042
Treasure Village Montessori Charter School PK - 08 213 14.2 33036

Middle Schools near Key West, FL

Grades Students P/T Ratio ZIP
Glynn Archer Elementary School PK - 05 394 15.8 33040

High Schools near Key West, FL

Grades Students P/T Ratio ZIP
Key West Collegiate School 09 - 12 78 15.3 33040
Key West High School 09 - 12 1,193 16.8 33040

Ungraded Schools near Key West, FL

Grades Students P/T Ratio ZIP
* Keys Center 08 - 12 11 11 33040
Academic Connections for Excellence 06 - 12 11 33040
Adult/Vocational/Community Education AE - AE 0 33040
Marathon School 06 - 12 667 18.5 33050
Monroe Virtual Academy (Course Offerings) 06 - 12 0 33040
Monroe Virtual Franchise 06 - 12 4 33040
Monroe Virtual Instruction Program KG - 12 0 33040

Demographics near Key West, FL

City County
Neighborhood Type Suburban
Population 26,776 82,244
Population Density 4,790 84
Median Age 44.2 48
People per Household 2.3 2.4
Median Household Income 75,638 73,153
Average Income per Capita 51,786 50,050

Real estate near Key West