Key West FL Real Estate & Homes for Sale

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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:
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 decor 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.:
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:
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:
1
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
A11902591
Type:
Mobile Home
Subdivision:
Gulfrest Park #2
Year built:
1975
Courtesy: LoKation Real Estate Tracey Petrusha 305-896-1080
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ADDITIONAL INFORMATION

On the Water-Close to Key West - Adorable -1-Bedroom/1 Bath Plus Loft & Extra room on a quite canal, the home provides ultimate privacy with a 60' concrete seawall, RV hookups, and a boat ramp and dock right down the road - a fully fenced tropical backyard featuring mature Gumbo Limbo trees, landscape lighting, artificial turf, and paver paths. Inside, enjoy a brand-new kitchen and bath, new appliances (all less than a year old), updated electric and lighting, a Mitsubishi split unit, and a whole-house water filtration system. Thoughtful interior design maximizes space with flexible layouts and full drywall and insulation. The shaded carport offers room for laundry, an art studio, or a workshop, plus 2-3 off-street parking spots. Added features include a security system, motion lights, and ROGO-exempt status—No HOA fees, no city restrictions. Located just six miles from downtown Key West via a wide bike path, with a neighborhood boat launch to Snipe and Marvin Keys, this property is ideal as a full-time residence, vacation home, or turnkey rental. Island living made easy. Serious CASH Buyers Only.

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.
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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:
1
Baths:
1.00
Sq.Ft.:
513
Status:
Active
MLS#:
616993
Type:
Condo/Townhouse
Subdivision:
Shipyard PH 1 (1.0)
Year built:
1991
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

The iconic condo called Brucie's Ocean Peek is now available for sale. Currently an active vacation rental it is the perfect spot for a Key West pied a terre,, it can be used for monthly or greater rental. Perfectly situated overlooking the tropically landscaped Shipyard Park, it is close to the heated salt water pool. A separate entrance leads you upstairs to a wonderfully furnished living and dining area. A large covered rear deck provides a serene and beautiful setting. Impact windows and doors provide safety and security and new A/C provides comfort. The kitchen, bedroom and bathroom are nicely appointed and the condo is fully furnished and sold turn key. It's ready for you and/or your guests now!! Located in the prestigious Truman Annex, it's just down the street from Duval St in one direction and the Truman Waterfront Park and Ft Zachary Taylor State Beach in the other direction. Make this your Piece of Paradise!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,276
Status:
Active
MLS#:
616978
Type:
Single Family
Subdivision:
Land Buyers Assn (3.0)
Lot size:
0.17 Acres
Year built:
1958
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
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ADDITIONAL INFORMATION

Experience elevated island living at 1719 Laird Street--a redesigned Mid-Century CBS home offering 4 bedrooms, 3 bathrooms, and exceptional indoor-outdoor living on a rare double lot. This move-in-ready property delivers the ideal blend of modern updates, storm-ready features, and low-maintenance coastal living.Step inside to an open-concept floor plan with abundant natural light, enhanced by impact windows and doors, a newer roof, new A/C, updated appliances, and a whole-house generator--all designed for year-round comfort and security.The expansive backyard is a true Key West oasis with a resort-style pool, tropical landscaping, and a fully fenced yard, creating a private retreat perfect for entertaining, family gatherings, or peaceful relaxation.Located in one of the island's most sought-after residential neighborhoods, this home is minutes from beaches, Old Town, dining, and shopping. With generous space, timeless style, and premium upgrades, 1719 Laird Street offers a rare opportunity for luxury island living in the heart of Key West.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,016
Status:
Active
MLS#:
616977
Type:
Single Family
Subdivision:
Old Town - Unlisted (1.0)
Lot size:
0.06 Acres
Year built:
1928
Courtesy: Ocean Sotheby's International Realty 305-294-1117
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ADDITIONAL INFORMATION

Invest in Key West with this Duplex which can be also easily used as a single family home! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit.Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool--perfect for relaxing and entertaining. The upper unit is currently rented. It boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!

Open House:

Saturday, 2/14 11:00-1:00PM

More Open House Info >

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 (two en suite) home offers nearly 2,000 square feet of indoor space that has been completely reimagined to deliver easy, breezy island living with all the modern updates already done for you. Inside, you'll find a gorgeous new kitchen with quartz waterfall-edge countertops, custom cabinetry, KitchenAide 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-outdoor flow. A standout feature is the third bedroom, which has its own private entrance and the option to be used as a lock-out suite--ideal for guests, extended stays, or rental potential. Outdoors, meandering pathways guide you through lush landscaping to a resort-style L-shaped lap pool, two covered lounging areas, a Bahama-style outdoor dining space, a private outdoor shower, and a secure shed for additional storage. Whether you're looking for your full-time home or a part-time escape, this move-in ready residence has all the essentials for relaxed island living--just minutes from the best of Key West.

Open House:

Sunday, 2/15 11:00-1:00PM

More Open House Info >

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 Lower Keys (KW) 305-872-3050
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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.

Open House:

Sunday, 2/15 11:30-2:00PM

More Open House Info >

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 305-394-3242
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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:
2.00
Sq.Ft.:
1,356
Status:
Active
MLS#:
616935
Type:
Single Family
Subdivision:
Key West Realty Cos Sub (3.0)
Lot size:
0.11 Acres
Year built:
1963
Courtesy: KeysLifestyle Real Estate (KW) 305-296-7686
View additional info

ADDITIONAL INFORMATION

Your private island retreat awaits. Discover the ultimate in low-maintenance living with this charming, turnkey 3-bedroom, 2-bath single-level home, perfectly positioned in Key West's desirable New Town neighborhood. A true rarity, this concrete block residence offers the best of both worlds: quiet seclusion and walkable access to the island's premier amenities.Just a short stroll from the prestigious Key West Yacht Club, marinas, top-tier restaurants, and the shimmering waters of the Gulf, this property puts you at the heart of island life. Beaches, downtown, and endless attractions are all just a leisurely bike ride away.Inside, the home impresses with an open layout and a spacious primary suite featuring three closets -- including a large walk-in -- plus elegant French doors that open onto a serene back patio. The private yard, fully enclosed by a tall fence, provides ample space to relax, entertain, or expand -- with room for future additions like a pool or second-story for potential waterfront views.Built to withstand the elements, the home features solid concrete block construction and a durable metal roof -- both having weathered high winds without damage. The large side yard offers a rare opportunity for RV or boat parking, further enhancing the home's flexibility and value.

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
View additional info

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.

Open House:

Friday, 2/13 2:00-4:00PM

More Open House Info >

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 Location627 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 eleganceThis is Key West living at its finest--don't miss your chance to own a piece of paradise.

Open House:

Saturday, 2/14 12:00-3:00PM

More Open House Info >

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.

Open House:

Saturday, 2/14 12:00-2:00PM

More Open House Info >

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.

Open House:

Sunday, 2/15 12:00-2:00PM

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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:
8
Baths:
4.00
Sq.Ft.:
3,383
Status:
Active
MLS#:
616892
Type:
Single Family
Subdivision:
Old Town - Unlisted (1.0)
Lot size:
0.13 Acres
Year built:
1959
Courtesy: Truman & Co. (KW) 305-292-2244
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ADDITIONAL INFORMATION

Located in the heart of Key West's Historic District, 905 Grinnell Street is a distinctive multi-unit property that blends architectural character with strong investment performance. Originally built as a church, the structure has been thoughtfully converted into four residential units totaling 3,383 square feet. Each unit is individually metered and currently leased, offering a stable and reliable return. The property offers stable, predictable cash flow in one of Florida's most desirable markets, with a central location that places it within walking distance of local shops, dining, and attractions. Whether expanding your portfolio or seeking a turnkey income-producing property, 905 Grinnell Street delivers a rare combination of historic charm, prime location, and investment performance. Rental numbers available upon request.

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!

Open House:

Saturday, 2/14 11:00-1:00PM

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
1,615
Status:
Active
MLS#:
616872
Type:
Single Family
Subdivision:
White & Pierce Diagram (1.0)
Lot size:
0.12 Acres
Year built:
1958
Courtesy: Ocean Sotheby's International Realty 305-294-1117
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ADDITIONAL INFORMATION

Huge price reduction by $250,00! A rare opportunity to own a fully licensed nightly rental property in one of Key West's most desirable neighborhoods. This stunning 3-bedroom, 3-bath home is beautifully designed on one level easy living space on a lushly landscaped lot, combining island charm with exceptional investment potential. In 2024, the property generated an impressive $200,000 in gross rental income, making it a true turnkey income-producing retreat with bookings already in place.Bathed in natural light, the interior exudes a light and airy coastal atmosphere, blending soft tones with vibrant tropical accents and Mexican tiles throughout. The inviting open living and kitchen area flows seamlessly outdoors, creating an effortless entertaining space. Dine al fresco in the charming attached pavilion, surrounded by lush landscaping that provides both beauty and privacy.Two primary bedrooms offer direct access to the yard, enhancing the sense of privacy and resort-style living for guests. Both suites opens through elegant French doors to the sparkling pool area, while the en-suite bath features a large, beautifully tiled walk-in shower. The third bedroom--features flexible bedding options with two twins that can be converted to a king. The house comes fully furnished. Just bring your flip flops.Located in a quiet residential neighborhood, this property offers both tranquility and convenience. Hop on a bike to reach the beaches in minutes on the south side of the island or explore the energy of Duval Street, with the Casa Marina area just moments away. Enjoy your dream vacation home while producing income!

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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.


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 information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited. © 2026 MIAMI Association of REALTORS®, all rights reserved.




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

    $1,170,000
    26.6%
    change since last quarter
  • # Active listings

    435
    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