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Homes for Sale in 33040

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  • /35

    $1,949,000

    • 2 Beds
    • 2.5 Baths
    • 1,357 Sq Ft

    3841 N Roosevelt Blvd Unit 332, Key West, FL 33040

    Experience ultimate elegance at Key West's Beachside Resort & Residences! This third-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

    The Spottswood Team Truman & Co. (KW)

    3841 N Roosevelt Blvd Unit 332, Key West, FL 33040
  • /21

    $670,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 780 Sq Ft

    68 Merganser Ln, Key West, FL 33040

    Discover this TURNKEY 2-bedroom, 1.5-bath townhome at the end of a quiet lane in the Key West Golf Club. The end-unit offers enhanced privacy and natural light, along with a screened wraparound porch surrounded by lush landscaping. Inside, the cheerful home welcomes you with thoughtfully selected furnishings that maximize the space, fresh, tropical paint colors, as well as updated floors,

    Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

    68 Merganser Ln, Key West, FL 33040
  • /2

    $225,000

    6810 Front St Unit SC-M 4, Stock Island, FL 33040

    Great opportunity to own deep water slip minutes from Key West.

    Marc Ulanowski Equestrian Sotheby's International Realty

    6810 Front St Unit SC-M 4, Stock Island, FL 33040
  • /73

    $1,410,000

    • 3 Beds
    • 2.5 Baths
    • 1,610 Sq Ft

    1507 19th St, Key West, FL 33040

    Beautifully maintained 3-bedroom, 2.5 bath pool home located in the highly desirable Newtown neighborhood of Key West. This property offers the perfect balance of indoor comfort and outdoor island living.A flagstone pathway leads to your private, quaint, floating dock on Sunrise Canal, providing convenient access to launch kayaks, paddleboards, and personal watercraft. From here, you can

    Marlene Alvarez Keller Williams Key West Compass Realty

    1507 19th St, Key West, FL 33040
  • /16

    $1,699,000

    $51K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,643 Sq Ft

    1030 Sandys Way, Key West, FL 33040

    Tucked behind the gates of the exclusive Marquesa Court, an intimate enclave of just nine private residences, this exceptional home offers privacy, security, and a central Key West location that places you moments from everything the island has to offer. Built in 2006 above flood elevation and thoughtfully constructed with impact-rated doors and windows, this well-designed residence combines

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    1030 Sandys Way, Key West, FL 33040
  • /5

    $449,000

    $90K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 504 Sq Ft

    2515 Staples Ave Unit B, Key West, FL 33040

    Why buy in a condo complex? This charming renovated 2-bedroom, 1-bath residence offers an exceptional opportunity to own in the heart of Key West without sacrificing privacy or outdoor living. Thoughtfully updated throughout, the home features a modern kitchen with stainless steel appliances, dishwasher, and the convenience of an in-unit washer and dryer (an amenity not always found in Key West).

    Ea Ruth Keller Williams Key West Compass Realty

    2515 Staples Ave Unit B, Key West, FL 33040
  • /17

    $2,500,000

    • 8 Beds
    • 4 Baths
    • 1,504 Sq Ft

    1409 Whalton St, Key West, FL 33040

    Discover an exceptional investment opportunity in the heart of the Florida Keys! Situated on a spacious lot just 3 minutes from the beach and world-famous Duval Street, this unique multi-unit property offers versatility, comfort, and island-style living at its finest. The main residence features 5 bedrooms and 3 bathrooms across 2,432 total s/f, designed for both relaxation and entertaining.

    Felipe Carmona Carmona Realty Group, LLC

    1409 Whalton St, Key West, FL 33040
  • /30

    $950,000

    $49K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 749 Sq Ft

    1116 Eaton St, Key West, FL 33040

    Welcome to 1116 Eaton Street, a quintessential Key West cottage for sale in Old Town Key West offering the perfect blend of island charm, modern comfort, and unbeatable walkability. Located in one of the most desirable neighborhoods in Key West, this beautifully maintained 2-bedroom, 1-bathroom home with a private pool delivers the ultimate Florida Keys lifestyle. Step inside this thoughtfully

    Jamie Lynne Walker Berkshire Hathaway HomeServices Knight & Gardner Realty

    1116 Eaton St, Key West, FL 33040
  • /26

    $675,000

    $75K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 932 Sq Ft

    2625 Flagler Ave, Key West, FL 33040

    MOTIVATED SELLER! The perfect Key West starter home. This charming CBS single-family residence is situated in Midtown. The interior shines with recent upgrades, including the renovated bathroom and butcher block countertops in the kitchen. The versatile layout features two bedrooms plus a dedicated den--complete with a closet--perfect for a home office or guest space. Step out back into the

    Rodney Culiver Last Key Realty, Inc (KW)

    2625 Flagler Ave, Key West, FL 33040
  • /26

    $625,000

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040

    Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath residence located in the desirable 'A' building at Key West by the Sea. This bright and airy condo designed to capture natural light and showcase the stunning beach and ocean scenery.The unit was upgraded through the 2018 Airport Noise Improvement Project and includes hurricane-impact, sound-insulated windows and

    Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

    2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040
  • /33

    $1,949,000

    • 2 Beds
    • 2.5 Baths
    • 1,357 Sq Ft

    3841 N Roosevelt Blvd Unit 315, Key West, FL 33040

    Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

    The Spottswood Team Truman & Co. (KW)

    3841 N Roosevelt Blvd Unit 315, Key West, FL 33040
  • /41

    $2,685,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 2,160 Sq Ft

    1316 Royal St Unit 6, Key West, FL 33040

    Brand-new construction in one of Key West's most desirable residential neighborhoods, the Casa Marina area of Old Town, just blocks from upper Duval Street and four blocks from the beach. This 4 bedroom, 4.5 bath single-family home blends modern durability with relaxed island living, offering the ease of low-maintenance ownership in the highly sought-after X flood zone. Built in 2026 to Florida's

    1316 Royal St Unit 6, Key West, FL 33040
  • /90

    $5,950,000

    New Construction
    • 6 Beds
    • 8 Baths
    • 4,094 Sq Ft

    723 Eaton St, Key West, FL 33040

    Private Old Town property with built-in income and exceptional flexibility. Ideally located near the Historic Seaport and Fausto's, this three-residence property is currently configured with two leased units generating immediate income and a separate 3-bedroom owner's residence with pool. The rear owners unit offers 3 bedrooms and 3.5 baths with direct access to the tropical courtyard pool, while

    Kirksten Irick Preferred Properties (KW)

    723 Eaton St, Key West, FL 33040
  • /29

    $2,070,000

    New Construction $115K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,409 Sq Ft

    419 Simonton St Unit C, Key West, FL 33040

    Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C is a hidden gem insiders hope no one else discovers. Completed in 2026 as a brand-new, ground-up construction, this private 2BD/2.5BA residence delivers modern island luxury within a lush, secluded enclave, featuring soaring cathedral ceilings in the bedrooms, impact-rated windows and doors, and a streamlined

    Team Kaufelt Truman & Co. (KW)

    419 Simonton St Unit C, Key West, FL 33040
  • /24

    $849,900

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    34 Golf Club Dr, Key West, FL 33040

    Welcome to island living in the highly sought-after Key West Golf Club community! This beautifully maintained home at 34 Golf Club Drive offers the perfect blend of comfort, upgrades, and convenience in a gated neighborhood just minutes from Old Town Key West. This light-filled home features an open-concept living area with soaring ceilings, luxury vinyl plank flooring, and sliding glass doors

    Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

    34 Golf Club Dr, Key West, FL 33040
  • /9

    $825,000

    • 2 Beds
    • 2 Baths
    • 1,464 Sq Ft

    3711 Eagle Ave, Key West, FL 33040

    Prime redevelopment opportunity in the coveted upper section of Eagle Avenue, now offered with owner financing. This legal duplex is situated on one of the most desirable blocks in Key West, within a well-established residential neighborhood, presenting a compelling opportunity for investors, builders, or end users looking to create value.The main house is ready for a full renovation, offering a

    Terri Spottswood Truman & Co. (KW)

    3711 Eagle Ave, Key West, FL 33040
  • /30

    $1,325,000

    • 2 Beds
    • 2 Baths
    • 875 Sq Ft

    1126 Grinnell St, Key West, FL 33040

    Tucked into the heart of Old Town Key West, this beautifully renovated duplex offers two distinct 1-bedroom, 1-bath residences, each finished with a refined European style kitchen. Clean lines, quality cabinetry, and thoughtful detailing give both sides a fresh, elevated feel while preserving the easygoing island character that makes Old Town so sought after.Each unit lives comfortably and

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    1126 Grinnell St, Key West, FL 33040
  • /24

    $1,499,000

    $149K PRICE INCREASE
    • 3 Beds
    • 3 Baths
    • 1,489 Sq Ft

    1505 Johnson St, Key West, FL 33040

    POOL & POOL HOUSE COMPLETED! Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. A newly constructed elevated 256 sq ft guesthouse with a kitchenette and bathroom. Professional landscaping, pavers and low maintenance artificial grass lead to the brand new heated pool. Irrigation and

    Wendy Zintsmaster Truman & Co. (KW)

    1505 Johnson St, Key West, FL 33040
  • /69

    $3,100,000

    $200K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,262 Sq Ft

    524 Southard St, Key West, FL 33040

    Welcome to 524 Southard Street, an extraordinary luxury offering in the heart of Old Town Key West that blends upscale finishes, commercial versatility, & superior sustainable construction just steps from Duval Street. This fully renovated mixed-use property features 2,262 sq. ft. of refined interior space designed with modern industrial style & historic Key West character. Inside, soaring 14'

    Tommy Mack Coastal Collection Real Estate Inc.

    524 Southard St, Key West, FL 33040
  • /23

    $599,000

    $30K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    816 South St Unit 4, Key West, FL 33040

    Experience the charm of this bright and airy 1-bedroom, 1-bathroom Southpark Condominium located in the prestigious Casa Marina neighborhood. Known for its tranquil atmosphere and prime location, this condominium is just a short stroll from Higgs Beach, the beloved Salute! on the Beach, and the iconic Louie's Backyard, where you can enjoy breathtaking ocean views and savor fine dining. Enjoy two

    Ted Stewart Truman & Co. (KW)

    816 South St Unit 4, Key West, FL 33040
  • /10

    $550,000

    $25K PRICE DROP
    • Land
    • 3,484 Sq Ft
    • $6,875,000 per Acre

    906 Williams Aly, Key West, FL 33040

    Ready to Build! Create your ideal home in Old Town Key West! This lot comes with a beneficial use designation and has received HARC approval for a new single-family residence complete with a pool. This is a rare chance to build and customize your dream home in the heart of historic Key West. Prime Location! This fantastic property is close to the Amphitheater, beach, shopping, exceptional dining

    Bascom Grooms Bascom Grooms Real Estate (KW)

    906 Williams Aly, Key West, FL 33040
  • /32

    $2,895,000

    $604K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,872 Sq Ft

    1405 United St, Key West, FL 33040

    Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage.Come and explore these three (3) contiguous, separate lots that all have the City of Key West's,

    Bobby Coe RE/MAX Keys Connection (KW)

    1405 United St, Key West, FL 33040
  • /21

    $859,000

    Open Sat 11AM - 1PM
    • 2 Beds
    • 1 Bath
    • 762 Sq Ft

    927 Thomas St Unit 4, Key West, FL 33040

    Located in one of Key West's newer developments at The Captains House in Bahama Village, this second floor, single level condo blends crisp renovation with classic island style. Completed in 2023, the interiors pair hardwood and Spanish style tile flooring for an easy, low maintenance flow from living space to kitchen and bath. The kitchen is finished with quartz countertops, stainless steel

    Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

    927 Thomas St Unit 4, Key West, FL 33040
  • /34

    $1,195,000

    $55K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 866 Sq Ft

    711 Galveston Ln, Key West, FL 33040

    Nestled down a private and picturesque lane, this charming conch-style cottage offers the perfect blend of island charm and comfort. Featuring 3 bedrooms and 2 full baths, the home is thoughtfully designed for relaxed living and effortless entertaining.Step into a beautifully landscaped backyard with a newly built pergola--ideal for dining and unwinding in the spa beneath the stars. Though

    Monique Thiel Sunshine State Realty Services

    711 Galveston Ln, Key West, FL 33040
  • /48

    $3,850,000

    • 4 Beds
    • 4 Baths
    • 2,691 Sq Ft

    119 Simonton St, Key West, FL 33040

    Discover modern island luxury at 119 Simonton Street, a premier end-unit townhouse nestled within the exclusive gated community of Old Town Villas. Built in 2018 and spanning a generous 2,691 square feet, this residence seamlessly blends sophisticated contemporary design with the timeless allure of Key West. The interior features new white oak flooring that leads you through an open-concept

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    119 Simonton St, Key West, FL 33040
  • /65

    $5,500,000

    $250K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 3,751 Sq Ft

    906 Johnson St, Key West, FL 33040

    Experience the grandeur of this exceptional six bedroom, five and a half bath estate located on one of the most exclusive streets in Key West. A stunning wall of bougainvillea and the stately front porch welcome you to this 3,751 square foot property on an expansive 10,750 square foot lot that embodies historic Key West architecture. The main residence features four bedrooms, three and half baths

    Regan Butler Truman & Co. (KW)

    906 Johnson St, Key West, FL 33040
  • /18

    $3,100,000

    $250K PRICE DROP
    • 7 Beds
    • 4 Baths
    • 2,940 Sq Ft

    12A 12th Ave, Key West, FL 33040

    Some opportunities require no explanation and this is one of them. A12, A13, and A14 12th Avenue sit side by side on Stock Island's waterfront, combining for 120 feet of canal frontage across three 4,800-square-foot parcels. A12 is set on 4,800 square feet with 40 feet of direct canal frontage. The three-bedroom, two-bath home was thoughtfully designed for the way people actually live in the

    Krystal Thomas eXp Realty LLC Southernmost Branch

    12A 12th Ave, Key West, FL 33040
  • /12

    $4,000

    • 2 Beds
    • 1.5 Baths
    • 780 Sq Ft

    36 Merganser Ln, Key West, FL 33040

    Stunning furnished two-bedroom Townhouse with tropical views, modern kitchen, and spacious living room available for a year-long lease. Pet-friendly community with security station, two community pools, gym, and butterfly garden. First-month rent, last month's rent, and security deposit are required at the lease signing. Utilities are not included. Background and financial screening also

    Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

    36 Merganser Ln, Key West, FL 33040
  • /24

    $589,900

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft

    3201 Pearl Ave, Key West, FL 33040

    Updated home in a prime central Key West location! Perfect for a local buyer or as an affordable second home in a quieter part of town, this move-in-ready property offers comfort, convenience, and tropical charm. The home features two generously sized bedrooms, two full bathrooms, and is situated on a corner lot in New Town. Warm wood flooring runs throughout, while the kitchen and dining area

    Epperly - Celli Epperly - Celli Engel & Voelkers Key West

    3201 Pearl Ave, Key West, FL 33040
  • /94

    $4,300,000

    Open Sun 11AM - 1PM $650K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 3,092 Sq Ft

    600 Elizabeth St, Key West, FL 33040

    **The first 31 photos have been virtually staged and enhanced to assist buyers in visualizing design and decor options for this home.**Casa Sapodilla introduces itself with the kind of presence that feels both storied and serene. Built in 1996 and set at 13' elevation on Solares Hill, the residence pays homage to the architectural romance of Old Town's most celebrated homes.. broad verandas,

    Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

    600 Elizabeth St, Key West, FL 33040
  • /98

    $5,700,000

    • 5 Beds
    • 4.5 Baths
    • 2,906 Sq Ft

    29 Key Haven Rd, Stock Island, FL 33040

    TROPICAL ESTATE-Tucked away in the sought after exclusive neighborhood of Key Haven at mile marker 5. Spanning over half an acre this elevated, impact resistant, waterfront estate redefines island luxury. The private compound offers a stunning 3-bedroom 3.5-bath main residence alongside a beautiful 2-bedroom 1-bath bonus house, ideal for hosting extended family. For boating enthusiasts, the

    Cindy Bensen Berkshire Hathaway HomeServices Knight & Gardner Realty

    29 Key Haven Rd, Stock Island, FL 33040
  • /10

    $3,650,000

    • 4 Beds
    • 2.5 Baths
    • 2,604 Sq Ft

    1017 Washington St, Key West, FL 33040

    Stunning possibilities abound for this home on a double lot on the best street in the much sought after Casa Marina neighborhood in Key West. 1017 Washington Street is a renovation away from being your trophy property. The existing house has lots of room with 2,604 square feet of finished space with 4 bedrooms and 2.5 bathrooms. The oversized lot has even more room with 10, 724 square feet, a

    Ralph Sanchez Century 21 All Keys Inc (KW)

    1017 Washington St, Key West, FL 33040
  • /30

    $4,500

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    21 E Circle Dr Unit B, Key West, FL 33040

    Open water home with 3 bedrooms, 2 bathrooms. Features upgraded plank tile floor, granite countertops, solid wood cabinets, Hardie board siding, low maintenance yard, tankless water heater, energy efficient appliances and AC, and large master suite with walk in closet. Massive rear deck 8' deep and 26' wide with ceiling fans - perfect to enjoy your open water views! Includes dock with boating

    Jimmy Lane Island Life Realty Experts

    21 E Circle Dr Unit B, Key West, FL 33040
  • /54

    $2,999,500

    • 2 Beds
    • 2 Baths
    • 1,770 Sq Ft

    401 Emma St Unit H, Key West, FL 33040

    Beautifully updated and styled with plush new interior designed furnishings, 401 Emma Street Unit H is a vacation rental townhome that has BOTH Ocean and Harbor views in the heart of Truman Annex. Enjoy gorgeous sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered

    Ralph Sanchez Century 21 All Keys Inc (KW)

    401 Emma St Unit H, Key West, FL 33040
  • /34

    $295,000

    $23K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 748 Sq Ft

    55 Boca Chica Rd Unit 32, Key West, FL 33040

    A HIDDEN GEM. Welcome to easy island living in the gated waterfront community of Seaside Resort on Big Coppitt Key. This 1-bedroom, 1-bath home is an excellent opportunity for retirees, military personnel, or second-home buyers looking for an AFFORDABLE place to enjoy the Florida Keys lifestyle without the upkeep of a large property. Designed for comfortable, low-maintenance living, the home

    Donna Pezzi Keller Williams Key West Compass Realty

    55 Boca Chica Rd Unit 32, Key West, FL 33040
  • /19

    $5,900

    • 2 Beds
    • 2.5 Baths
    • 728 Sq Ft

    1002 Thomas St, Key West, FL 33040

    Located in the heart of Old Town Key West! Walk, bike or drive your golf cart to famous restaurants, bars, tourist attractions and beaches. This 2 bedroom 2.5 bath home is being rented annually, fully furnished and includes two of street parking spaces, a rare find in Old Town! OWNER PAYS water, electric and trash. One small dog is allowed upon approval by the owner and for a non-refundable pet

    Jessica Prescott Coastal Collection Real Estate Inc.

    1002 Thomas St, Key West, FL 33040
  • /18

    $1,354,000

    $85K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,904 Sq Ft

    1612 Laird St, Key West, FL 33040

    This Residential Duplex can be purchased alone or with adjacent property located at 1610 Laird. Street. Owner financing possible. Long term rentals are in place with great payment history and income. Leases must convey at closing. Front unit consists of two bedrooms and one bathroom, living room, dining area, covered patio, full size kitchen along with off street parking and washer. The second

    Roberta Mira Sunshine State Realty Services

    1612 Laird St, Key West, FL 33040
  • /75

    $3,950,000

    $250K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,458 Sq Ft

    3 Evergreen Ave, Key West, FL 33040

    New 2025 waterfront construction on the final canal in Key Haven--an architectural entertainer designed for seamless indoor-outdoor living just 5 minutes from Key West. Unlike typical Keys homes, this residence was designed around outdoor living, offering over 2,400 Sq.Ft. of covered entertaining space seamlessly connected to the interior. Completed in 2025, this striking modern waterfront

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    3 Evergreen Ave, Key West, FL 33040
  • /7

    $299,000

    • 2 Beds
    • 1 Bath
    • 897 Sq Ft

    330 Spica Ln, Key West, FL 33040

    ROGO exemption, swim canal, many mobile homes have been replaced in the subdivision with new structures. Rear deck, seawall, nice side entry. Just down the road is Geiger Key restaurant, bar, water activities.

    Darlene Thomas Beach Club Brokers (KW)

    330 Spica Ln, Key West, FL 33040
  • /64

    $1,899,999

    $100K PRICE DROP
    • 7 Beds
    • 4.5 Baths
    • 2,501 Sq Ft

    1504 Flagler Ave, Key West, FL 33040

    Endless possiblities! Three units to rent for the investor or live in one and produce income from the other units. Downstairs you have a 3/1.5 with an open floor plan and covered porch with a patio. Upstairs you have two units with a 2/1 floor plan and a fire wall between units. All units have W/D hook ups and central air. Both units upstairs have balconies and seperate staircases for entry. Low

    Michaele Meadows Saltwater Real Estate Florida Keys, Inc

    1504 Flagler Ave, Key West, FL 33040

Showing Results 161 - 200, Page 5 of 12

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