Key West FL Real Estate & Homes for Sale

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Beds:
3
Baths:
3.00
Sq.Ft.:
2,205
Status:
Active
MLS#:
617332
Type:
Single Family
Subdivision:
Old Town - Unrecord (1.0)
Lot size:
0.05 Acres
Year built:
1928
Courtesy: The Agency Florida Keys 305-916-1105
View additional info

ADDITIONAL INFORMATION

This super cute historic Old Town Key West 2,205 sq. ft. Conch-style home is perfectly positioned just steps from famous Duval Street and one block from the ocean, South Beach, and the Southernmost Point. If you're seeking the best location in Key West--walkable, vibrant, and effortless--this property is unmatched. The sun-filled first floor showcases timeless Dade County pine, cherry floors, and an open layout designed for easy island living. The spacious living and dining areas flow naturally into the chef's kitchen, complete with Silestone countertops, stainless-steel appliances and custom wood cabinetry. A cozy sitting room offers a quiet retreat, while a half bath with stackable washer/dryer adds convenience.Step outside to your private backyard oasis--lush landscaping, a covered pergola perfect for dining or lounging, and a sparkling pool create the ideal setting for relaxing or entertaining after a day exploring Old Town.The second floor offers two guest bedrooms with a shared full bath, plus a beautiful front balcony with peek-a-boo ocean views and the iconic Southernmost House--an ideal spot to unwind at sunset.The entire third floor is a luxurious primary suite, offering maximum privacy with reclaimed wood finishes, spray foam insulation, a spacious walk-in closet, and a spa-inspired bath featuring double Kohler body jets and a ceiling-mounted rain shower.Homes in this location--quiet, charming, and mere steps from Key West's best restaurants, galleries, beaches, and nightlife--are incredibly rare. This is the perfect retreat for buyers who want to enjoy the island on foot and live in the heart of everything.Come experience the best of Key West living. You will love this Old Town gem!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,426
Status:
Active
MLS#:
617325
Type:
Single Family
Subdivision:
Vista Del Mar (4.0)
Lot size:
0.22 Acres
Year built:
2016
Courtesy: Ocean Sotheby's International Realty 305-294-1117
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ADDITIONAL INFORMATION

This is a rare find on the Riviera Canal in Key West. This tranquil oasis offers unparalleled waterfront experience in one of the most coveted locations in Key West where every day feels like a vacation! Newly built in 2016 to the highest hurricane proof standards, this one-of-a-kind four-bedroom, two-bath haven is more than just a home--it's a boater's dream, a sunseeker's paradise, and the ultimate in indoor-outdoor luxury living. Offered turn key!Imagine waking up each morning in the heart of this island gem, with 80 feet of wide canal frontage just outside your door, complete with a 20,000 lb boat lift and davit ready for your larger vessel. Whether you're setting sail for a day on the water or simply soaking up the tropical vibes, this home puts you right where the action is.The split floor plan gives everyone their own space to unwind, while the open-concept living area beckons you to gather and celebrate the good life. With wall-to-wall sliding glass impact doors and travertine floors throughout, your living space seamlessly merges with the outdoors, bringing in natural light and the gentle breezes. Step into your own private oasis! A sparkling pool, surrounded by meticulously maintained landscaping, is the perfect spot for a lazy afternoon dip. Prefer a sunset barbecue? Your covered outdoor dining and lounge area sits on sleek travertine floors, with plenty of space to relax rain or shine.The kitchen is a showstopper, featuring quartz countertops, custom cabinetry, and stainless-steel appliances, perfect for whipping up fresh seafood feasts or hosting cocktails at the bar with a view of the pool. The primary bedroom is the ultimate retreat, with its own seating area and French doors that open right onto the pool deck. Additional features include a whole-house Generac generator, impact and soundproof windows and doors throughout, and a gated circular driveway that offers complete privacy.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,311
Status:
Active
MLS#:
617324
Type:
Condo/Townhouse
Subdivision:
1800 Atlantic (2.0)
Lot size:
2.3 Acres
Year built:
1984
Courtesy: Preferred Properties (KW) 305-294-3040
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ADDITIONAL INFORMATION

Unit 337C at 1800 Atlantic is a beautifully furnished, turn key, two bedroom, two bath unit in immaculate move in condition. The location in the building offers glorious views of the Atlantic ocean from the living room and the expansive balcony. The spacious primary bedroom has a beautiful en suite bath and lots of closet space. Both the main bedroom and the guest bedroom have sliding glass doors that open to the sunny balcony where one can relax or dine al fresco. The renovated kitchen is top of the line with quartz countertops and high end wood cabinetry. An island adds to the counter and storage space. There is a full size washer and dryer, central air and hurricane rated doors and windows. 1800 Atlantic offers a spectacular location directly on the ocean with its own sandy beach and an extra large oceanfront pool and spa. The courtyard features one of the island's largest tropical gardens, designed by Raymond Jungles, it has meandering walkways with covered patios and lounging areas. There is a club house, a library, three lighted tennis courts, and gated covered garages with extra storage. 1800 offers on site management and security. Recent upgrades to the property include a beach renourishment project, balcony upgrades, all new hurricane rated doors and windows and lobby enhancements. Unit C337 at 1800 Atlantic will meet the expectations of the most discerning buyer.

Open House:

Saturday, 2/21 11:00-1:00PM

More Open House Info >

Beds:
4
Baths:
2.00
Sq.Ft.:
1,628
Status:
Active
MLS#:
617307
Type:
Single Family
Subdivision:
Old Town - Unlisted (1.0)
Lot size:
0.06 Acres
Year built:
1884
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
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ADDITIONAL INFORMATION

Dating back to the 1880s and appearing on the 1889 Sanborn Fire Maps, 409 Grinnell Street stands as one of Old Town Key West's most authentic restorations. Recognized with the Historic Florida Keys Foundation Star Award, this four-bedroom, two-bath residence blends historic craftsmanship with the comfort of modern island living. The layout flows easily with spacious living and dining areas, a bedroom conveniently located on the main level, and bright, airy rooms that welcome natural light throughout. Upstairs includes comfortable bedrooms, a charming bathroom with a vintage clawfoot tub, and access to a private deck perfect for quiet mornings or evening breezes. From the kitchen, French doors open to an Ipe wood deck that transitions into a tropical retreat featuring a heated pool with a custom mosaic water feature, a coral stone patio, and a secluded outdoor shower surrounded by lush greenery. The home's restored Dade County pine walls and floors add warmth and authenticity, connecting it to its 19th century roots while maintaining modern comfort. Two gated entrances from Elgin Lane provide golf cart parking and easy access. Situated in the Historic Seaport neighborhood, 409 Grinnell captures the ideal balance of elegance, history, and relaxed Key West living. An exceptional home in one of the island's most desirable locations.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,073
Status:
Active
MLS#:
617303
Type:
Condo/Townhouse
Subdivision:
Las Salinas (3.0)
Year built:
1990
Courtesy: Beycome of Florida, LLC 804-656-5007
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ADDITIONAL INFORMATION

Exceptional opportunity to own one of only 12 oversized 2-bedroom, 2-bath units at Las Salinas, offering the same square footage as the 3-bedroom layouts. This top-floor penthouse residence provides enhanced privacy and quiet living, with just three units of this type on the level.The spacious floor plan features the largest kitchen in the complex, an open living/dining area with abundant natural light, and tile flooring throughout the main areas. Both bedrooms include walk-in closets, ceiling fans, and new paint, with carpeted floors for comfort.A rare combination of space, functionality, and location-- for full-time living or as a second home.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,321
Status:
Active
MLS#:
617283
Type:
Single Family
Subdivision:
Key Haven 1st Add (5.0)
Lot size:
0.14 Acres
Year built:
1965
Courtesy: Coastal Collection Real Estate Inc.
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ADDITIONAL INFORMATION

Welcome to 16 Azalea Drive, a completely reimagined home that embodies sophisticated coastal living, blending modern elegance with meticulous attention to detail at every turn. Thoughtfully redesigned from the ground up, this 4-bedroom, 3-bath property spans nearly 2,400 sq ft of refined living space. The open layout creates a seamless flow between the living, dining & kitchen areas, each curated to maximize light, function & aesthetic appeal. Impact-rated windows & sliding glass doors frame lush tropical views & invite in the natural beauty of the Florida Keys, while the soft coastal palette & high-end finishes create a serene, contemporary atmosphere. The custom kitchen is both striking & functional, featuring quartz countertops, shaker-style cabinetry, a farmhouse sink & top-of-the-line stainless steel appliances. Bathrooms are masterfully finished with designer vanities, custom glass shower enclosures & LED-lit mirrors, creating a spa-like retreat. Throughout the interior, new tile flooring laid in a herringbone pattern adds visual interest & luxury underfoot, complemented by modern black fixtures & ceiling fans that bring a clean architectural touch. This property underwent a comprehensive renovation, including full replacement of plumbing & electrical components, a seamless V-Crimp metal roof, exterior stucco, & interior/exterior painting. The landscape was redesigned with artificial turf, tropical palms & decorative shell features, creating a refined, low-maintenance aesthetic. Expansive deck & patio areas are ideal for outdoor living, with paver walkways leading to a pool & hot tub beside a private canal-front setting. Situated on a wide canal with excellent boating access, this residence offers the ultimate Keys lifestyle for those who appreciate fine craftsmanship, privacy & quick access to open water. A new wood privacy fence, polished detailing & smart LED lighting complete this exceptional home where craftsmanship, comfort & design excellence converge.

Beds:
1
Baths:
3.00
Sq.Ft.:
1,526
Status:
Active
MLS#:
617255
Type:
Single Family
Subdivision:
Old Town - Unrecord (1.0)
Lot size:
0.03 Acres
Year built:
2007
Courtesy: Expert Realty LLC (HQ) 305-587-7330
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ADDITIONAL INFORMATION

Endless possibilities await with this mixed-use building perfectly positioned in the heart of Old Town's Historic Seaport neighborhood. This rare property blends residential and commercial flexibility in one of Key West's most sought-after locations.The second floor features a stylish studio apartment with two lofts, wood floors, a full bath, vaulted ceilings, peekaboo water views, and a private entrance. A separate upstairs space--ideal as an office, art studio, or extension of the apartment--adds versatility for live/work use and also has its own entrance.Downstairs, the inviting storefront offers tile floors and a half bath, perfect for retail, gallery, or professional office space. The property is fully fenced in the back and includes 1,526 sq. ft. of interior space. Zoned HMDR (Historic Medium Density Residential), it supports multiple uses: single-family residence, business or professional office, or commercial retail.Originally renovated and expanded in 2007, the property features a metal roof, impact windows and doors, new central A/C downstairs, Mitsubishi mini-splits upstairs, three electric meters, Hardie Plank siding, and solid CBS construction below with frame above.This unique property captures the essence of the Key West lifestyle--a pied-a-terre, studio, and storefront all under one roof. Surrounded by popular restaurants, boutique hotels, and the Key West Express ferry, it enjoys strong foot traffic and high visibility.The upstairs apartment is deed-restricted through 2030.Business available separately: Art@830 Gallery & Studio, a thriving 19-year turnkey operation complete with inventory, custom cabinetry, and transition support to ensure continued success. A favorite destination for locals and visitors alike.Please do not disturb business or tenants.

Beds:
2
Baths:
2.00
Sq.Ft.:
696
Status:
Active
MLS#:
617251
Type:
Condo/Townhouse
Subdivision:
Santa Clara (3.0)
Year built:
1980
Courtesy: eXp Realty LLC KW Branch 305-741-7006
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ADDITIONAL INFORMATION

2 BEDROOMS 2 BATHROOMS WITH BALCONY, GATED COMMUNITY, HUGE POOL, TENNIS COURT ,PLENTY OF PARKING AND WALKING DISTANCE OF SHOPPING, GROCERIES, RESTAURANTS AND MOVIE THEATRE.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,404
Status:
Active
MLS#:
617247
Type:
Single Family
Subdivision:
Old Town - Unrecord (1.0)
Lot size:
0.06 Acres
Year built:
1924
Courtesy: Truman & Co. (KW) 305-292-2244
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ADDITIONAL INFORMATION

Perched at the highest island elevation referred to as Solares Hill you will find this timeless Old Town gem. A perfect blend of style and charm welcome you to an open concept floor plan with cathedral ceilings and wall of French doors that overlooks a tropical backyard oasis with heated pool, deck and brick patio. Thoughtful finishes that will stand the test of time throughout include built in shelving, painted wood ceilings and floors, dade county pine accents, subway tile and stainless appliances to name a few. 2 bedrooms on the first floor share a full bath and each has access to the charming front porch to watch the world go by. The 2nd floor is private to the primary bedroom with an ensuite bath finished in classic marble, built in storage and a glass walk-in shower. Let's not overlook the coveted off street parking for 1 vehicle and a fully fenced yard wrapped in white picket fencing and low maintenance tropical landscaping. Endless charm abounds and this gem is also available fully furnished and designer decorated for a seamless transition into the perfect island home!

Beds:
2
Baths:
1.00
Sq.Ft.:
759
Status:
Active
MLS#:
617236
Type:
Single Family
Subdivision:
Old Town - Unlisted (1.0)
Lot size:
0.02 Acres
Year built:
1918
Courtesy: RE/MAX Keys Connection (KW) 305-296-1400
View additional info

ADDITIONAL INFORMATION

Welcome to 1020 Fleming Street, an adorable Conch Cottage situated on the corner of prestigious Fleming Street and Nassau Lane. Built in 1918, this two (2) bedroom and one (1) bath charming and historic home is the perfect retreat in Old Town, Key West. Once a famous Old Town Grocery Store.Step inside your white picket fence and into one of two brick-paved courtyards, complete with a fire pit with bench seating and a bistro-style dining area. Entering the home, you're greeted by an open concept floor plan framed by vaulted ceilings with exposed beams. The spacious living area and kitchen feature hardwood floors throughout with windows on both sides of the home, and a built-in dining nook. Through double pocket doors you'll find the Primary Bedroom with access to an additional brick-paved courtyard, shaded by potted palms.A second guest room also has access to the outdoors, making the most of the home's indoor-outdoor flow. The shared bath is tastefully updated with a custom walk-in shower featuring dual showerheads and stylish tilework.Walk to all that Key West has to offer, including fine dining, world-famous bars, boutique shopping, and the Historic Seaport. This home truly embodies the timeless charm and character of Key West. Schedule your private showing today!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,824
Status:
Active
MLS#:
617228
Type:
Condo/Townhouse
Subdivision:
Seaside Key West Residences
Lot size:
0.06 Acres
Year built:
2005
Courtesy: Ocean Sotheby's International Realty 305-294-1117
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ADDITIONAL INFORMATION

Welcome to 33 Seaside Court, a beautifully renovated luxury townhome in the exclusive Seaside Residences community of Key West. This exceptional property offers the perfect blend of modern design, comfort, and island living.The home features two spacious bedrooms, each with its own ensuite bath and private patio, creating intimate retreats for relaxation. The top floor showcases a renovated kitchen and an open and inviting living room. Both open out onto separate patios that invite in the coastal breeze and natural light. A third full bathroom on this level provides added flexibility for guests.On the ground level, you'll find an expansive outdoor living area--much larger than others in the association--perfect for entertaining or enjoying peaceful evenings outdoors. There is also a large garage with a garbage chute and a laundry room complete with a laundry chute. An elevator provides convenient access to all levels.Residents of Seaside Residences enjoy access to resort-style amenities including a beautiful community pool and hot tub, a fully equipped gym, and an elegant clubhouse, all just steps from the front door. The community is also secured by an electric gate, providing privacy and peace of mind.Blending comfort, style, and the unmistakable charm of Key West, 33 Seaside Court offers a rare opportunity to experience luxury island living at its finest.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,458
Status:
Active
MLS#:
617218
Type:
Single Family
Subdivision:
Waddells Subdivision (2.0)
Lot size:
0.08 Acres
Year built:
1972
Courtesy: Island Life Realty Experts 305-766-0585
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ADDITIONAL INFORMATION

BRAND NEW ROOF with new Kitchen Skylights! This beautiful single-story CBS home is on a desirable corner lot within the highly sought-after Meadows neighborhood. Close to the Historic Seaport and the iconic Duval Street, this charming 2-bedroom, 2-bathroom home, built in 1972, offers a light and bright open floor plan, ideal for entertaining. The kitchen features stainless steel appliances and skylights that infuse the space with natural light. The living area is enhanced by custom built-in display shelves, adding both character and practical storage solutions. Retreat to the comfortable bedrooms, each boasting elegant French doors that open to their own private patio. Seamlessly extend your living space outdoors through another set of elegant French doors that lead to a spacious screened porch with tongue & groove ceiling. Escape to your own peaceful garden retreat enhanced with enchanting garden lights that create a magical ambiance, and a convenient sprinkler system to keep it looking its best. Add your own dipping pool or swim-spa just beyond the screened porch to make this your Keys dream. This property offers 1,458 square feet of living space with an abundance of storage space and off-street parking with a coveted carport.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,026
Status:
Active
MLS#:
617209
Type:
Single Family
Subdivision:
Old Town - Unlisted (1.0)
Lot size:
0.19 Acres
Year built:
1920
Courtesy: Suzanne Moore Real Estate 305-797-0699
View additional info

ADDITIONAL INFORMATION

Nestled in the storied heart of Old Town Key West, this grand estate is a masterpiece of luxury & history. Spanning a majestic 8,397 sq. ft. lot, the property at 1014 Southard St. Invites you into a world where classic charm meets modern elegance. With 4 bedrooms and 3.5 Baths and over 3,000 sq. ft. of interior space across two separate structures, enjoy an unparalleled gem in one of Key West's most coveted neighborhoods. Constructed in 1899 by renowned William Cash, this estate radiates a colonial grandeur, enriched with a cranberry cut -glass transom sophisticated dark green shutters & classic french doors. The current owners have meticulously restored the property using only the finest selection of materials, from river reclaimed old growth hardwood floors in living room and hallways, to stunning Blue Castle Limestone in master suite and kitchen and continued through the magnificent garden and pool to the separate guest quarters. Smarthome features have been introduced, including Zigbee Lights integrated with Home assistant, sensor mix's, Ecobee Thermostats, 6 Node Eero Mesh Network, Abode Alarm Systems & Nest protect Sensors. The master suite located on the ground level is a peaceful sanctuary with private library & den, exceptional ensuite, three sets of French doors and opens out to the magnificent saltwater pool and tropical landscaped garden. Two additional bedrooms on second floor in main house share a bath and private veranda. Separate cottage provides exceptional guest quarters and can be accessed from Roberts Lane for additional convenience. Stunning post & beam cathedral ceilings, Limestone floor, built-in bar and kitchenette and spacious living room offers excellent space for entertaining with deck and pool access. Additional features include, One off-street parking spot, equipped with Tesla charging station & new 2023 generator powered by dual propane tanks. Welcome to Key West Living at it's finest.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,320
Status:
Active
MLS#:
617193
Type:
Condo/Townhouse
Subdivision:
Key West Golf Club Dev (4.0)
Lot size:
0.05 Acres
Year built:
1997
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

PRICE IMPROVEMENT! Step into a world of island charm & relaxing comfort, nestled within the exclusive Key West Golf Club. Ease of parking & the lagoon-shaped community pool is just across the way. This beautiful 3-bedroom/2-bathroom townhome w/larger lot welcomes you w/an extended boardwalk-style walkway, creating a dramatic, private arrival experience framed by lush tropical landscaping. Inside, you'll find a freshly painted interior and thoughtful blend of upgraded ceramic tile w/intricate inset designs on both levels, complemented by Berber carpet on the stairs. The main-level living space flows effortlessly to wider than the norm screened rear deck w/side wrap veranda, offering a total of 510 sq. ft. of outdoor relaxation. The heart of the home is the kitchen, featuring granite countertops & built-in cabinetry beneath the breakfast bar. Perfect layout for entertaining. An enclosed main-level flex room w/double doors provides privacy/ versatility, ideal for a guest suite/home office/studio-style living. This room is paired w/adjacent full bathroom and stack washer/dryer, ensuring ease & functionality. Upstairs, two spacious bedrooms (20' in width) offer serene views, including glimpses of the #2 fairway. The primary bedroom has an additional walk-in storage closet, perfect for holiday decorations, linen closet or additional clothing closet! The home's new AC system, updated landscaping w/multi-colored stone and new plantings, trickle irrigation, and partial new gutters ensure a move-in-ready experience. Residents of the Key West Golf Club enjoy resort-style amenities, including 2 heated pools (1 w/waterfall feature), a Clubhouse Building w/HOA Office-Meeting Room-Fitness Center, and secure gated access. Butterfly garden, miles of beautiful, lushly landscaped streets, perfect for strolling or vigorous walking/running, are just a few of the features! Minutes from Old Town Key West, this home combines privacy, convenience & the best of island living

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
617191
Type:
Other
Subdivision:
Sunset Marina (4.0)
Year built:
2019
Courtesy: Island Life Realty Experts 305-766-0585
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ADDITIONAL INFORMATION

Well-positioned 30' wet slip located at Sunset Marina on the gated side of the property. This floating concrete dock can accommodate a vessel up to 35' in length and offers deep water access with a 6' control depth -- perfect for easy navigation to both the Gulf and Atlantic waters.Sunset Marina is a full-service marina with on-site fuel, bait, and marina store. Owners enjoy access to secured parking, heated swimming pool, spa, and clubhouse. Convenient and secure location makes this a great option for both seasonal and year-round boaters.

Beds:
2
Baths:
2.00
Sq.Ft.:
772
Status:
Active
MLS#:
617181
Type:
Condo/Townhouse
Subdivision:
Salt Pond (3.0)
Year built:
2000
Courtesy: Brenda Donnelly Real Estate LLC 305-304-1116
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ADDITIONAL INFORMATION

Experience stunning Key West sunsets from your private balcony. This quiet residence is tucked away from the pool area, offering peaceful living with no pool noise and beautiful sunset views over the lush salt ponds. Surrounded by mangroves and wildlife, enjoy daily encounters with herons, ospreys, and pelicans, all just minutes from the turquoise waters of Smathers Beach.Inside, the comfortable split floor plan provides privacy, with a primary suite large enough for a king bed, a walk-in closet with custom built-ins, and ample natural light. The guest suite includes its own bathroom and a convenient in-unit washer/dryer. Charming Bahama shutters throughout add style and shade.This pet-friendly unit sits conveniently beside the stairs for easy outdoor access--perfect for dog owners--and the building includes an elevator.Salt Ponds offers excellent amenities including a newly updated pool and spa, tennis courts, walking paths, and generous parking. Enjoy easy access to biking trails, kayaking, and the airport, all just moments away. Secure your place in paradise today.

Beds:
1
Baths:
1.00
Sq.Ft.:
525
Status:
Active
MLS#:
R11137875
Type:
Single Family
Subdivision:
GULFREST PARK #2
Lot size:
0.07 Acres
Year built:
2013
Courtesy: Coldwell Banker Schmitt RE Co 305-743-5181
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ADDITIONAL INFORMATION

Keys living at its best in this updated 2013 elevated waterfront home designed with all the comforts. Situated near the end of the canal, this property offers quick and easy boating access to the open waters of the Lower Florida Keys; ideal for fishing, diving, sandbar trips or just island-hopping adventures. Inside, you'll find cathedral ceilings, a bright open floor plan, and a modern kitchen with new cabinetry and appliances. The freshly renovated bathroom, new flooring throughout, and full-impact windows and doors make this home both stylish and well built. Unwind at the covered downstairs bar area, cast a line from your private dock, and take in stunning daily sunsets over the water. With off-street parking for two cars plus space for your boat or RV, this low-maintenance home. offers low insurance costs and all the ease of true waterfront living.

Beds:
5
Baths:
5.00
Sq.Ft.:
3,663
Status:
Active
MLS#:
617175
Type:
Single Family
Subdivision:
Old Town - Unlisted (1.0)
Lot size:
0.19 Acres
Year built:
1943
Courtesy: RE/MAX Keys Connection (KW) 305-296-1400
View additional info

ADDITIONAL INFORMATION

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

Beds:
2
Baths:
3.00
Sq.Ft.:
1,120
Status:
Active
MLS#:
617157
Type:
Single Family
Subdivision:
Old Town - Unrecord (1.0)
Lot size:
0.08 Acres
Year built:
2018
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
View additional info

ADDITIONAL INFORMATION

Experience classic Old Town Key West living at 512 Amelia Street, complete with a valuable Transient License and a new private pool. Tucked on a quiet street just steps from world-class dining, galleries, and the island's best beaches, this home offers the perfect blend of relaxation and convenience. Thoughtfully designed indoor and outdoor living spaces make it ideal for both personal use and top-tier vacation rental income.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,767
Status:
Active
MLS#:
617150
Type:
Multi-Family
Subdivision:
Monroe Investement Co Sub (2.0)
Lot size:
0.11 Acres
Year built:
1938
Courtesy: Preferred Properties (KW) 305-294-3040
View additional info

ADDITIONAL INFORMATION

Centrally located in the heart of Key West, this beautifully restored traditional Conch-style home offers two legal units and exceptional versatility.The first-floor residence features two bedrooms and two bathrooms, a charming covered front porch, and thoughtfully updated interiors that maintain authentic island character. Upstairs, a bright and airy two-bedroom, one-bath home enjoys its own dedicated outdoor space and separate washer and dryer.A shared decked heated pool area provides the perfect tropical retreat, surrounded by lush landscaping for privacy and relaxation. Additional highlights include off-street parking for two vehicles and a proven rental history, with two exceptional tenants currently in place.This is an outstanding investment opportunity with a current combined income of $5600 or potential owner-occupied property with income-producing flexibility -- a true slice of Key West charm and convenience.

Open House:

Saturday, 2/28 3:00-5:00PM

More Open House Info >

Beds:
4
Baths:
4.00
Sq.Ft.:
2,488
Status:
Active
MLS#:
617146
Type:
Condo/Townhouse
Subdivision:
Old Town - Unrecord (1.0)
Lot size:
0.04 Acres
Year built:
1994
Courtesy: The Agency Florida Keys 305-916-1105
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ADDITIONAL INFORMATION

The ultimate lock-and-leave Key West retreat awaits in the heart of Old Town! Perfect for those seeking a low-maintenance getaway this residence offers effortless luxury living and the convenience of a fly-in, fly-out lifestyle.Located on exclusive Admirals Lane within the award-winning TRUMAN ANNEX, this is the LARGEST townhouse in the annex. The home features soaring 10-foot ceilings on all three levels, a bright open floor plan, and a stunning modern kitchen with quartz countertops and stainless-steel appliances.With 4 bedrooms and 3.5 bathrooms, the layout provides flexibility and comfort for family and guests. The first floor offers spacious living and dining areas that open through impact French doors to a private tiled patio surrounded by tropical landscaping--ideal for entertaining. The second floor includes a spacious primary suite with ensuite bathroom and a guest room with a separate bathroom. The stacked washer and dryer is located on the 2nd level. The third floor provides a private guest area with two bedrooms and a shared bath, each featuring tall ceilings and two queen beds per room.Impact windows and doors throughout, assigned covered parking, and access to the Truman Annex community pool add to the ease of ownership. Just steps from Duval Street, fine dining, and the waterfront, this home delivers the best of Key West living--lock it, leave it, and love it.

Beds:
7
Baths:
8.00
Sq.Ft.:
3,015
Status:
Active
MLS#:
617140
Type:
Multi-Family
Subdivision:
Old Town - Unlisted (1.0)
Lot size:
0.14 Acres
Year built:
1938
Courtesy: Coldwell Banker Schmitt Real Estate Co. (KW) 305-296-7727
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ADDITIONAL INFORMATION

Charming Multifamily Compound in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional multifamily compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character of Key West architecture, featuring high ceilings, large windows that invite natural light. The main house has its own private heated pool, hot tub and outdoor shower perfect for relaxation and entertainment. The main house also has 2 guest cottages off the pool. The next building has an upstairs unit with 2 bedrooms and a bath with it's own private deck. Below is a one bedroom one bath unit and up front is the 3rd unit with one bedroom and one bath. Benefit from plenty of parking spaces, accommodating residents and guests with ease a rare find in this bustling area. Nestled in one of Key West's most historic districts, this property is just minutes away from famous landmarks, restaurants, and local shops. Take advantage of nearby beaches, water sports, and lush parks, offering a vibrant lifestyle for outdoor enthusiasts. This multifamily compound not only serves as a wonderful family home but also presents a lucrative rental opportunity in one of the most sought-after destinations in Florida. Don't miss your chance to own a piece of Key West history. Schedule a viewing today.

Beds:
3
Baths:
3.00
Sq.Ft.:
4,200
Status:
Active
MLS#:
617136
Type:
Single Family
Subdivision:
The Foundry (1.0)
Lot size:
0.2 Acres
Year built:
1918
Courtesy: Preferred Properties (KW) 305-294-3040
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ADDITIONAL INFORMATION

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. A dramatic staircase leads to a second floor walkway which is open to the main level. On one end is the primary bedroom with a large en suite. At the other end is an en suite guest bedroom. The custom features throughout are evidence of the ingenuity used in the design of this impressive home. A third bedroom and full bath on the main floor features doors that open to a separate private patio. The kitchen features custom wood cabinets and granite countertops and is open to the dining area. Extra tall windows and french doors flood the home with sunlight. Entertaining indoors or out is easy in this spacious home. 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 is set on two lots with a large swimming pool and spa between the covered open air loggia and parking. There's a poolside outdoor shower and lots of space for entertaining on a grand or intimate scale. 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.

Beds:
2
Baths:
3.00
Sq.Ft.:
2,292
Status:
Active
MLS#:
617125
Type:
Condo/Townhouse
Subdivision:
Casa Caselles (2.0)
Lot size:
0.06 Acres
Year built:
1980
Courtesy: Coldwell Banker Schmitt Real Estate Co. (KW) 305-296-7727
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ADDITIONAL INFORMATION

Rare Luxurious Atlantic Oceanfront Concrete 3 story home. 2 Bedrooms 2 1/2 bathrooms located in a private gated community. Ocean views from your balconies. This exquisite home has stainless steel appliances, custom cabinetry, vaulted ceilings, tiled carport, oversized well-manicured, private back yard. Huge storage room with built in shelving. This rare unit has the largest backyard in the community and an extra private parking space. These are just a few of the amenities this lavish fortress offers. Casa Caselles is located directly on the Atlantic Ocean between 2 nature preserves with a quaint Mediterranean feel and offers a front row seat to breathtaking sunrises and wildlife. The pool is beachside and allows its owners VIP seating for star gazing, fireworks and watersports. This 20 home complex is owner occupied only. No rentals are allowed. Schedule your private showing now. No rentals allowed.

Beds:
6
Baths:
7.00
Sq.Ft.:
3,340
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 cocktail plunge 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!

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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 33040 Real Estate

Key West is located in Florida. Key West, Florida 33040has a population of 26,776. Key West 33040 is more family-centric than the surrounding county with 24.54% 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 33040 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 33040 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

    $1,075,000
    26.6%
    change since last quarter
  • # Active listings

    549
    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
Big Pine Academy PK - 08 177 12.6 33043
Gerald Adams Elementary School PK - 05 544 13.3 33040
Horace O'Bryant School PK - 08 1,059 14.3 33040
Key Largo School PK - 08 847 14.1 33037
Key West Montessori Charter School KG - 08 149 16.6 33040
Monroe Virtual Instruction Program (District Provided) KG - 05 6 33040
Ocean Studies Charter KG - 05 104 11.2 33070
Plantation Key School PK - 08 435 12.8 33070
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
Coral Shores High School 09 - 12 733 17.4 33070
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
Hurricane Island Outward Bound 06 - 12 12 33037
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 33040

Zip Code City
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