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Homes for Sale near Key West High School

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  • /28

    $1,170,000

    • 3 Beds
    • 2 Baths
    • 1,070 Sq Ft

    18 W Circle Dr, Key West, FL 33040

    Exceptional waterfront Pool home in Key West!!.Great for Airbnb. The 3 bedroom and 2 bathroom home presents a unique opportunity for those seeking a tropical paradise lifestyle, completely remodeled and this meticulously maintained, Impact windows and doors, Beautiful custom Cabinets & Island, new appliances, modern bathrooms with the latest technology, pool with heater/chiller, floating dock for

    Ofelia Ramirez Florida Realty of Miami

    18 W Circle Dr, Key West, FL 33040
  • /42

    $1,025,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042

    Transiently licensed, open water & turn key, the perfect Florida Keys getaway. Dazzling views and instant access to the beautiful waters of the Florida Keys. The home is new (built in 2021) with 2 bedrooms and 2 bathrooms, 9 ft ceilings, fully furnished, leather finish granite in the kitchen and every finish taken to the next level. Impact windows and doors, 70' flat screen TV, plenty of

    Team Spottswood/Vazquez Truman & Co. (KW)

    701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042
  • /55

    $2,199,000

    • 4 Beds
    • 4 Baths
    • 2,638 Sq Ft

    22925 John Avery Ln, Summerland Key, FL 33042

    Guaranteed to impress! You will not find another one like this solid, custom-built, fully furnished, waterfront island home located on crystal-clear waters filled with tropical fish. Room for pool and seller offering POOL CREDIT! From the moment you enter this large, luxury, British West Indies Island inspired home thru the custom 8ft solid mahogany arched double doors into a stunning foyer, you

    Jonathan Minerick Homecoin.com

    22925 John Avery Ln, Summerland Key, FL 33042
  • /18

    $1,050,000

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft

    506 Grinnell St, Key West, FL 33040

    Charming Historic Home in Old Town Key West = Renovator's Dream Property!Step back in time with this 3-bedroom, 1.5-bathroom historic gem nestled in the heart of Old Town Key West. Conveniently located just minutes from the seaport and bustling downtown, this property offers the perfect combination of classic charm and prime location.Featuring traditional Key West architecture, this home is

    Stacy Stahl Realty ONE Group Destination

    506 Grinnell St, Key West, FL 33040
  • /54

    $1,950,000

    • 3 Beds
    • 3 Baths
    • 2,017 Sq Ft

    1619 Rose St, Key West, FL 33040

    Effortless style, prime location, and outdoor living at its best. Welcome to your dream coastal beach cottage, tucked away in a quiet midtown neighborhood. This completely updated one-level home offers the perfect combination of privacy, convenience, and island charm. Just minutes from the beach and walkable or bikeable to Key West's best restaurants and cafes, 1619 Rose Street is perfectly

    Jenna Stauffer Ocean Sotheby's International Realty

    1619 Rose St, Key West, FL 33040
  • /47

    $2,699,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 3 Baths
    • 1,916 Sq Ft

    312 Margaret St, Key West, FL 33040

    In the heart of it all, here is a home you are sure to fall in love with. With 2 off-street parking and private pool, this luxury home offers the perfect blend of comfort and convenience, ideal for both vacationers and full-time residents. Boasting 3 spacious bedrooms and 3 modern bathrooms, it provides everything you need for a relaxing and enjoyable stay. The inviting front porch is perfect for

    Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

    312 Margaret St, Key West, FL 33040
  • /20

    $750,000

    • Land

    6810 Front St Unit Parcel 11, Slip 15,1, Stock Island, FL 33040

    WIDEST SLIP (slip15/16) in Key West area at 70' LOA x 40' beam and available immediately.Perfect liveaboard slip for LARGE CATAMARANS.Slip 17 is 70' x 20' and rents for $1,344.00 per month.Safe Harbour Marina is a deep water protected port and recreational marina with minimum 14' depth. Located in the heart of the last vestiges of the commercial fishing and shrimping docks.It is a throwback to

    Jerry Hughes Old Town Realty

    6810 Front St Unit Parcel 11, Slip 15,1, Stock Island, FL 33040
  • /44

    $2,695,000

    • 4 Beds
    • 6 Baths
    • 3,118 Sq Ft

    1616 Atlantic Blvd Unit 15, Key West, FL 33040

    Welcome to Casa Caselles, where contemporary elegance and coastal serenity harmonize in this spacious breathtaking residence. Located in an exclusive gated enclave of just 19 town homes,this 4 bedroom, plus office, 5.5-bath masterpiece blends modern luxury with timeless charm and boasts an oceanfront pool to elevate your lifestyle.Spanning three levels of artfully designed space, this home

    Elizabeth Chamberlain Truman & Co. (KW)

    1616 Atlantic Blvd Unit 15, Key West, FL 33040
  • /23

    $650,000

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    27390 Barbados Ln, Summerland Key, FL 33042

    Nestled in Breezeswept Beach Estates on the Ocean side of the highway for those seeking tranquil waterfront living or escaping the winter snow.Opportunity Awaits, Lots of Potential!Fixer Upper & not updated. 2 Bedrooms/2 Baths. 1120 Sq. ft. Spacious Open floor plan. Living Dining & Kitchen area with sliding doors to 12 X 28 back covered patio. Wrap around balcony. 40 ft. wide clean canal with

    Rose Dell Keller Williams Key West Compass Realty

    27390 Barbados Ln, Summerland Key, FL 33042
  • /38

    $725,000

    • 3 Beds
    • 2 Baths
    • 1,039 Sq Ft

    29048 Iris Dr, Big Pine Key, FL 33043

    SITUATED ON A 50 FT. WIDE CANAL, this updated 3 bedroom / 2 bath home offers very good boat access to Pine Channel, the Atlantic and back country. The great room is bright and airy with a cathedral ceiling, south facing picture window and French doors that lead to the covered porch overlooking the canal. Updates include impact-resistant windows and doors, new stainless steel kitchen appliances,

    Patti Nickless Coldwell Banker Schmitt RE Co. Lower Keys Office

    29048 Iris Dr, Big Pine Key, FL 33043
  • /24

    $475,000

    • Land

    701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042

    Welcome to your own slice of paradise at Venture Out, a premier gated community in the heart of the Florida Keys, located at Mile Marker 23 on Cudjoe Key. This exceptional RV lot, measuring 35' x 69', offers the perfect blend of comfort and functionality for the ultimate outdoor lifestyle. Features of this lot include a sturdy concrete seawall equipped with a convenient fish cleaning table and

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042
  • /26

    $275,000

    • 2 Beds
    • 1 Bath
    • 664 Sq Ft

    701 Spanish Main Dr Unit 457, Cudjoe Key, FL 33042

    2 bedroom 1 bath mobile home located at 701 Spanish Main Dr Lot #457 Cudjoe Key FL in Venture Out, an individually owned residential condominium community with 24hr gated security located 20 miles from world famous Key West. This mobile home is on a non-waterfront lot w/ a peek-a-boo view of eastern facing canal. Other ideal use as a ROGO exempt buildable lot for a new elevated home. No age

    Deirdre Praught Florida Keys Realty, Inc.

    701 Spanish Main Dr Unit 457, Cudjoe Key, FL 33042
  • /53

    $2,375,000

    • 5 Beds
    • 4 Baths
    • 2,772 Sq Ft

    205 S Point Dr, Summerland Key, FL 33042

    Beautiful open water 5 bedroom 4 bathroom South Point Sugarloaf Key dream home. Very well laid out for an array of guests or family to gather with a split floor plan including a large master suite with a wall of windows to wake up each morning to the turquoise water of the Florida Keys. Enjoy wall to wall stunning open water views, there are so many areas to bask in this waterfront delight. The

    Dawn McComish Lokation Real Estate

    205 S Point Dr, Summerland Key, FL 33042
  • /2

    $350,000

    • Land
    • 2.39 Acres
    • $146,444 per Acre

    6810 Front St Unit S-Cm -24, Key West, FL 33040

    23x47 deep water slip minutes from Key West. Experience the old charm of the Florida Keys at Safe Harbour marina. The marina offers security, laundry and shower facilities as well as plenty of parking. The marina is adjacent to Hog Fish Bar and Grill.

    Marc Ulanowski Equestrian Sotheby's International Realty Inc.

    6810 Front St Unit S-Cm -24, Key West, FL 33040
  • /2

    $350,000

    • Land

    6810 Front St Unit S-CM-24, Stock Island, FL 33040

    23x47 deep water slip minutes from Key West. Experience the old charm of the Florida Keys at Safe Harbour marina. The marina offers security, laundry and shower facilities as well as plenty of parking. The marina is adjacent to Hog Fish Bar and Grill.

    Marc Ulanowski Equestrian Sotheby's International Realty

    6810 Front St Unit S-CM-24, Stock Island, FL 33040
  • /58

    $3,150,000

    • 3 Beds
    • 3 Baths
    • 1,615 Sq Ft

    1511 Johnson St, Key West, FL 33040

    Discover your dream Transient Vacation Rental in the heart of mid-town Key West! This beautifully refreshed home boasts a light and airy atmosphere and is sold fully furnished with rentals on the books and ready to go. Featuring three bedroooms, including a spacious primary suite and three baths, this property offers an inviting open living and kitchen area, highlighted by soft hues and vibrant

    Shad Knapp Beach Club Brokers (KW)

    1511 Johnson St, Key West, FL 33040
  • /50

    $449,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042

    Transient Rental License! Welcome to the epitome of comfort and convenience in this Palm Harbor fully furnished two-bedroom, two-bath home located within the highly desirable Venture Out Community. This immaculate home is nestled around tropical landscaping with a relaxing patio out back. Step into the open concept living room and well-equipped eat-in kitchen, featuring a full line of new

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042
  • /47

    $1,095,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    22852 John Silver Ln, Summerland Key, FL 33042

    Welcome to your private tropical oasis in the Lower Florida Keys! This beautifully maintained waterfront home is perfectly situated on a quiet street in the desirable neighborhood of Cutthroat Harbor Estates on Cudjoe Key. Boasting 3 bedrooms, 2 bathrooms an open-concept living area, this property is designed to embrace the laid-back island lifestyle.Step inside to find a bright and airy

    Bobby Coe RE/MAX Keys Connection (KW)

    22852 John Silver Ln, Summerland Key, FL 33042
  • /9

    $239,000

    • Land

    5555 College Rd Unit 5, Key West, FL 33040

    40' liveaboard slip in a great marina on Stock Island; Sunset Marina. This slip, located on Grunt Pier, is 40' X 15' and allows for a 45' boat. You can liveaboard, you can rent short or long term yourself or utilize the marina to handle your rentals. The current tenant has been there over three years. Sunset Marina amenities include fuel dock, laundromat, secure bath/showers, on site management,

    Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

    5555 College Rd Unit 5, Key West, FL 33040
  • /73

    $3,499,000

    • 3 Beds
    • 2 Baths
    • 1,472 Sq Ft

    17018 Wahoo Ln, Summerland Key, FL 33042

    Welcome to the most exceptional home and premier lot currently available in the prestigious Sugarloaf Shores neighborhood. This property is a masterpiece of luxury, craftsmanship, and natural beauty, offering a lifestyle that truly must be experienced in person to be fully appreciated.Situated on an expansive 13,000+ square foot private point lot, this home boasts over 230 feet of crystal-clear

    Coby Taylor Expert Realty LLC (HQ)

    17018 Wahoo Ln, Summerland Key, FL 33042
  • /24

    $1,895,000

    • Land

    6810 Front St Unit 11, Stock Island, FL 33040

    One of the largest slips in the Florida Keys.Perfect for large yachts and wide beam catamarans...Survey shows 100' long by 59' wide...but can accommodate up to 125' LOA boat.Okay to stage two boats there if want.Safe Harbour Marina is a deep water (14' min.) protected port and recreational marina. Originally constructed in the late 1950's and located in the heart of the last vestiges of the

    Jerry Hughes Old Town Realty

    6810 Front St Unit 11, Stock Island, FL 33040
  • /35

    $1,170,000

    • 3 Beds
    • 2 Baths
    • 1,070 Sq Ft

    18 W Circle Dr, Key West, FL 33040

    Exceptional waterfront Pool home in Key West!!.Great for Airbnb. The 3 bedroom and 2 bathroom home presents a unique opportunity for those seeking a tropical paradise lifestyle, completely remodeled and this meticulously maintained, Impact windows and doors, Beautiful custom Cabinets & Island, new appliances, modern bathrooms with the latest technology, pool with heater/chiller, floating dock for

    Ofelia Ramirez Florida Realty of Miami Corp

    18 W Circle Dr, Key West, FL 33040
  • /46

    $2,999,999

    • 2 Beds
    • 4 Baths
    • 1,596 Sq Ft

    405 Petronia St, Key West, FL 33040

    Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

    Bobby Coe RE/MAX Keys Connection (KW)

    405 Petronia St, Key West, FL 33040
  • /51

    $3,200,000

    • 3 Beds
    • 2 Baths
    • 1,636 Sq Ft

    733 Trinidad Ln, Summerland Key, FL 33042

    Feel the 'Barefoot Elegance' upon entering this gulf front estate, perfectly situated on two expansive open-water lots totaling 16,890 square feet for privacy. Immerse yourself in a tropical paradise featuring meticulously landscaped gardens adorned with lush greenery, rare orchids, mature palms, all professionally designed and fully irrigated. A sandy beach area invites you to launch kayaks and

    Jo Ann Cook Ocean Sotheby's International

    733 Trinidad Ln, Summerland Key, FL 33042
  • /40

    $6,450,000

    • 4 Beds
    • 4 Baths
    • 3,875 Sq Ft

    42 Cannon Royal Dr, Key West, FL 33040

    Motivated Seller! Step Into Luxury Living at Its Finest..
Welcome to this magnificent custom-built residence, ideally situated within the prestigious gated community of Shark Key--one of the most exclusive waterfront enclaves in the Florida Keys. With 24-hour surveillance and unrivaled privacy, Shark Key offers a serene and secure retreat for discerning homeowners.This elegant estate spans

    Joanne Allen Berkshire Hathaway HomeServices Knight & Gardner Realty

    42 Cannon Royal Dr, Key West, FL 33040
  • /46

    $1,234,000

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    43 Venetian Way, Summerland Key, FL 33042

    Beautifully updated 3 bedroom 2 bath home, with effective build date of 2015 and completely renovated in 2018 including New Electrical, Plumbing, HVAC, Roof, Tankless Water heater, Flooring, Kitchen, Bathrooms, Windows, & Doors, landscaping/sprinkler system, TESLA charging station and an amazing new paved driveway installed in 2021. This is a split floor plan for privacy with amazing screened

    Lori Cameron Buy The Keys

    43 Venetian Way, Summerland Key, FL 33042
  • /46

    $3,600,000

    • 3 Beds
    • 4 Baths
    • 1,890 Sq Ft

    715 Frances St, Key West, FL 33040

    Impeccably preserved historic residence located in the heart of Old Town Key West. Discover the enticing charm of Key West and stroll through the majestic tree lined streets from 715 Frances Street. A rare combination of Key West luxury and historic architecture, this beautiful eyebrow home is perfectly positioned on a large spacious lot on sought after X Flood zone keeping you high and

    Suzanne Moore Suzanne Moore Real Estate

    715 Frances St, Key West, FL 33040
  • /17

    $845,300

    • 2 Beds
    • 3 Baths
    • 1,120 Sq Ft

    230 Golf Club Dr, Key West, FL 33040

    Set in the coveted Sanctuary in the Key West Golf Club, this well-maintained, multi-level spa home is the retreat you've been searching for. The second floor includes two en-suite bedrooms and laundry, while the first floor features a convenient half bath and open concept kitchen, dining & living room, creating an ideal space for entertaining and everyday living. French doors open to a private,

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

    230 Golf Club Dr, Key West, FL 33040
  • /16

    $1,650,000

    • 8 Beds
    • 5 Baths
    • 1,830 Sq Ft

    928 Truman Ave Unit 101, Key West, FL 33040

    Old Town Multi-Use PropertyLocated on Truman Avenue, this distinctive property features five legal long-term rental apartments, making it ideal for steady income or employee housing.Unit 101, a CBS building, offers the potential for commercial conversion (buyer to verify), provided the residential units remain onsite, creating valuable flexibility.Highlights include:8 bedrooms and 5

    Allison Findlay Preferred Properties (KW)

    928 Truman Ave Unit 101, Key West, FL 33040
  • /10

    $2,300,000

    • 3 Beds
    • 2 Baths
    • 2,256 Sq Ft

    441 Airport Dr N, Summerland Key, FL 33042

    Elevated concrete home with enclosed aircraft and hangar below. Largest parcel of land on Summerland Key airport, surrounded by concrete privacy wall and lush landscaping. A true piece of paradise with a private runway in your front yard and a Dock with boat lift in the back - minutes from world-class diving and fishing.

    Jonathan Minerick Homecoin.com

    441 Airport Dr N, Summerland Key, FL 33042
  • /54

    $1,700,000

    • 3 Beds
    • 2 Baths
    • 2,028 Sq Ft

    15 Bay Dr, Key West, FL 33040

    Open water, boating and room for a large pool for only $1,700,000! If you are looking for tranquility, you have found it. Whether you are cooking, lounging on your couch, laying in your bed, relaxing on the covered screened porch, or sunbathing on the open deck, you will feel like you are on a cruise ship. The top floor of this 3 bedroom/2 bathroom spacious home boasts a primary suite on its own

    Tara Thoman-Wood,P.A. Berkshire Hathaway HomeServices Knight & Gardner Realty

    15 Bay Dr, Key West, FL 33040
  • /4

    $2,750,000

    • 3 Beds
    • 1 Bath
    • 1,020 Sq Ft

    32029 Marginella Dr, Big Pine Key, FL 33043

    Rare Waterfront Property on No Name Key: Your Gateway to Natural Florida Keys Living. Are you seeking privacy, breathtaking open water views, and exclusive boat dockage? Look no further than this exceptional offering nestled in the heart of the Natural Florida Keys. Situated on the private and secluded No Name Key, just a stone's throw away from Big Pine Key, this nearly 2-acre property presents

    Tara Thoman-Wood,P.A. Berkshire Hathaway HomeServices Knight & Gardner Realty

    32029 Marginella Dr, Big Pine Key, FL 33043
  • /60

    $2,095,000

    • 4 Beds
    • 3 Baths
    • 1,943 Sq Ft

    408 William St, Key West, FL 33040

    Freshly renovated throughout and nestled on one of Old Town's most coveted streets, you'll discover this captivating home steeped in rich history. The kitchen has new granite counters, new stainless-steel appliances & has been opened up to completely transform the space creating a modern feel and functional room. The Richard Roberts home, originally transported from Green Turtle Cay, Bahamas in

    Terri Spottswood Truman & Co. (KW)

    408 William St, Key West, FL 33040
  • /47

    $3,999,000

    • 7 Beds
    • 7 Baths
    • 3,015 Sq Ft

    919 Thomas St Unit 1A, Key West, FL 33040

    This property has a glamourous three bedroom, three and a half bath owners' unit with private pool and hot tub, plus three lucrative long-term rentals. It is the entire Lighthouse View Condominium Association, currently inactive. Enter thru the electric gate to a bricked courtyard with parking for several cars and many bicycles and access to a covered carport. The main residence with its heated

    Mabry Binnicker Preferred Properties (KW)

    919 Thomas St Unit 1A, Key West, FL 33040
  • /37

    $1,790,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    613 Olivia St, Key West, FL 33040

    Welcome to 613 Olivia Street, a charming single-family home nestled in the heart of Old Town, Key West. Built in 1933, and located in the X Flood Zone, this historic residence offers 1,680 square feet of living space on two floors and on a 3,240 square foot lot. This property has been owner occupied for over 30 years. First time on the market in generations. Here is your chance to have that

    Bobby Coe RE/MAX Keys Connection (KW)

    613 Olivia St, Key West, FL 33040
  • /44

    $649,000

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    2601 S Roosevelt Blvd Unit 608, Key West, FL 33040

    Top floor sunset views! Discover this exceptional Oceanview 1-bedroom, 1-bathroom condo that perfectly blends comfort, style, and convenience. From the moment you step inside, you'll be greeted by a spacious living room designed for relaxation and year-round comfort, thanks to mini-split AC units and hurricane-grade soundproof windows and doors. Upgraded through the 2018 Airport Noise Improvement

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

    2601 S Roosevelt Blvd Unit 608, Key West, FL 33040
  • /19

    $349,000

    • 2 Beds
    • 1 Bath
    • 756 Sq Ft

    701 Spanish Main Dr Unit 62, Cudjoe Key, FL 33042

    NIGHTLY RENTALS ALLOWED! Welcome to this immaculate 2-bedroom, 1-bathroom vacation retreat nestled at the picturesque southern tip of Venture Out, where the land gracefully meets the sea. The attention to detail is evident with luxurious travertine flooring added to this home. Don't let the square footage fool you. This home offers an open floor plan with an open kitchen over looking the family

    Susan Halligan

    701 Spanish Main Dr Unit 62, Cudjoe Key, FL 33042
  • /8

    $349,000

    • Land

    701 Spanish Main Dr Unit 336, Cudjoe Key, FL 33042

    (1 Day) NIGHTLY RENTALS ALLOWED! Or build your dream home here. This RV lot is ROGO exempt (buildable) and is equipped with 50/ 30 amp service, sewer and water on site. The lot offers a paved pad and ample space for slide-outs, with additional room for outdoor seating or a storage shed. Enjoy fishing off the concrete seawall in the crystal clear canal with deep draft & is 60' wide making for

    Susan Halligan

    701 Spanish Main Dr Unit 336, Cudjoe Key, FL 33042
  • /24

    $2,340,000

    • 5 Beds
    • 3.5 Baths
    • 2,447 Sq Ft

    29176 Violet Dr, Big Pine Key, FL 33043

    Escape to paradise! 5BR/3.5BA gated home in the Keys. Bamboo floors, fresh paint, screen patio. Elegant accents. Lush landscaping, private pool, hot tub. 2 levels, full bar, gourmet kitchen, walk-out patio. Master w/ walk-in closet. Stargaze from wrap-around porch. Must see this private oasis!

    Cliff Glansen FlatFee.com

    29176 Violet Dr, Big Pine Key, FL 33043
  • /42

    $623,000

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    2601 S Roosevelt Blvd Unit 319C, Key West, FL 33040

    Elegant and Comfortable Key West Retreat ~Experience the charm and ease of island living in this beautifully renovated condominium at Key West by the Sea. Thoughtfully updated, this residence features quartz countertops, stainless steel Samsung appliances, and an insulated tile floor that enhances both comfort and style. A dedicated wine and beverage chiller adds a touch of luxury to the

    Wendy Moreira Keller Williams Key West Compass Realty

    2601 S Roosevelt Blvd Unit 319C, Key West, FL 33040

Showing Results 481 - 520, Page 13 of 18

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