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Affordable Homes for Sale in Kissimmee, FL under $299,000

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  • /14

    $264,500

    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft

    Unlisted Address

    Fully renovated 3 bed 2 bath home. The property has been tastefully renovated for comfort and a timeless appeal. The heart of the home is the delighful kitchen with granite work sufaces and stainless steel appliances giving the room a modern clean appearance.The bathrooms have also been updated. The property exterior itself has great curb appeal and will delight the most demanding buyer. The home

    Lesley Price CAVENDISH REALTY

    Unlisted Address
  • /32

    $240,000

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    9055 Treasure Trove Ln Unit 206, Kissimmee, FL 34747

    “Stunning 3-bedroom, 2-bathroom condominium for sale, located just minutes from the magical Disney World. With a spacious 1,700 square feet of living space, this condo comes fully furnished, making it a turn-key option for the new owner. Whether you’re looking to move in and make it your primary residence, or capitalize on its prime location as an investment property, this condo offers endless

    Jorge Alvarez Perez JF STAR REALTY

    9055 Treasure Trove Ln Unit 206, Kissimmee, FL 34747
  • /2

    $23,000

    • Land
    • 0.23 Acre
    • $100,000 per Acre

    1352 Homosassa Dr, Kissimmee, FL 34759

    Build your dream home on this BEAUTIFUL flag lot in Poinciana. Just waiting for you to build your dream home now or later. Community has community pool, Club House, Recreation Center, football, soccer, tennis courts, racket ball courts, baseball, softball, fitness trails, parks, dog parks and lakes for fishing. Near shopping centers, restaurants, medical offices, and the new Hospital, Banks, bus

    george reed FAMILY REALTY

    1352 Homosassa Dr, Kissimmee, FL 34759
  • /59

    $249,000

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    9061 Treasure Trove Ln Unit 403, Kissimmee, FL 34747

    Welcome to this beautifully furnished 3-bedroom, 2-bathroom condo located in the tranquil and gated community of Caribe Cove. Offering the perfect blend of luxury and comfort, this spacious condo is ideal for both personal enjoyment and investment, with short-term rentals allowed. The open-concept living area features large windows that fill the space with natural light, creating a warm and

    Jaqueline Santos De Tabares CHARLES RUTENBERG REALTY ORLANDO

    9061 Treasure Trove Ln Unit 403, Kissimmee, FL 34747
  • /6

    $65,000

    • Land
    • 0.22 Acre
    • $295,455 per Acre

    449 Naples Ct, Kissimmee, FL 34759

    CORNER LOT CLEARED!! Build your dream home on this CLEARED BUILD-READY LOT in a prime location! With no waiting or extra site prep required, this lot is perfect for buyers looking to design their own custom home or INVESTORS seeking a valuable land opportunity. Conveniently located in Poinciana Village near the Lake Marion Community that offers Fitness centers, walking trails, Parks , shopping,

    Karla Price COLDWELL BANKER REALTY

    449 Naples Ct, Kissimmee, FL 34759
  • /23

    $135,000

    • 1 Bed
    • 1 Bath
    • 524 Sq Ft

    3100 Parkway Blvd Unit 753, Kissimmee, FL 34747

    INVESTOR OPPORTUNITY – SHORT TERM RENTAL APPROVED. 1 Bedroom / 1 Bathroom Condo-Hotel Villa approved for short-term rentals (Airbnb). Priced to sell. Excellent rental potential in a prime tourist area just minutes from Disney. Community features resort-style pool, clubhouse, fitness center, gym, game room, basketball court, gazebo with BBQ grills. All utilities included in HOA fees. Walking

    Belkys Zambrano METROPOLITAN R.E SOLUTIONS INC

    3100 Parkway Blvd Unit 753, Kissimmee, FL 34747
  • /2

    $279,000

    • 3 Beds
    • 1 Bath
    • 1,176 Sq Ft

    658 Hudson St, Kissimmee, FL 34741

    Bring your imagination!!!fixer upper in the best part of city of Kissimmee! Vintage home ready for that buyer that loves a bit of history. room. Great possibilities. Income producer $4,000 a month

    Paola Almonte REMAX PREMIER PROPERTIES

    658 Hudson St, Kissimmee, FL 34741
  • /20

    $51,900

    • 1 Bed
    • 1 Bath
    • 304 Sq Ft

    3000 Maingate Ln Unit 327, Kissimmee, FL 34747

    Fully Furnished Condo-Hotel Just 2 Miles from Disney! Welcome to this beautifully maintained, turn-key condo-hotel unit in a prime location, only minutes from Walt Disney World and within 30 minutes of Universal Orlando, SeaWorld, and Downtown Orlando. Perfectly situated near distance of shops, restaurants, and entertainment. Guests enjoy full hotel-style amenities, including a concierge desk,

    Any Alves WRA BUSINESS & REAL ESTATE

    3000 Maingate Ln Unit 327, Kissimmee, FL 34747
  • /33

    $224,900

    • 2 Beds
    • 2 Baths
    • 1,022 Sq Ft

    2302 Silver Palm Dr Unit 204, Kissimmee, FL 34747

    Your Gateway to Magic: Turn-Key Dream Condo!Prepare to be captivated by this exceptional, fully furnished, two-bedroom, two-bathroom condo nestled within the highly sought-after, gated, upscale Windsor Palms resort community. Imagine waking up just three miles from the enchantment of Walt Disney World, with a secure, 24-hour manned entrance ensuring peace of mind. This is more than just a

    Bill Owens FLORIDA REALTY INVESTMENTS

    2302 Silver Palm Dr Unit 204, Kissimmee, FL 34747
  • /40

    $278,000

    • 2 Beds
    • 2 Baths
    • 1,491 Sq Ft

    161 Cape Florida Dr, Kissimmee, FL 34759

    One or more photo(s) has been virtually staged. HIGHLIGHTS: PAID IN FULL SOLAR PANELS, NEW KITCHEN CABINETS AND QUARTZ COUNTERS WITH MATCHING BACKSPLASH, LUXURY VINYL PLANKING AND TILE FLOORING THROUGHOUT. UPGRADED APPLIANCES, WHOLE-HOUSE WATER FLTRATION SYSTEM AND LEAF GUTTERS. NEW ROOF IN 2017, NEW HVAC IN 2019. Welcome to this beautifully updated Allegro model, ideally located near the Village

    Diane Cisek PELLEGO, LLC

    161 Cape Florida Dr, Kissimmee, FL 34759
  • /50

    $269,900

    • 2 Beds
    • 2 Baths
    • 1,110 Sq Ft

    8901 Legacy Ct Unit 201, Kissimmee, FL 34747

    Located within the gated Legacy Dunes Resort, this beautifully furnished end-unit second-floor condo at 8901 Legacy Ct #2-201 offers a rare combination of privacy, tranquil lake views, and resort-style convenience just minutes from world-class attractions. Positioned on the right side of the community as you enter, the building features ample guest parking conveniently adjacent to the entryway,

    Christine Hubbert BHHS FLORIDA PROPERTIES GROUP

    8901 Legacy Ct Unit 201, Kissimmee, FL 34747
  • /38

    $220,000

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    9055 Treasure Trove Ln Unit 204, Kissimmee, FL 34747

    WHAT A VIEW!! Overlooking a green space and Pond this Gorgeous 2nd floor condo in the Caribe Cove Resort community. with 1700 sq ft this condo is larger than Average! With brand new carpeting throughout, Beautiful open floor plan. The Master Bedroom has direct access to the oversized patio with water view and large Master bathroom newly remodeled with dual sinks and garden tub. The second

    Margerys Rincon De Linares EXP REALTY LLC

    9055 Treasure Trove Ln Unit 204, Kissimmee, FL 34747
  • /22

    $199,500

    • 2 Beds
    • 2 Baths
    • 937 Sq Ft

    3036 Parkway Blvd Unit 106, Kissimmee, FL 34747

    Discover a stunning 2-bedroom, 2-bathroom condo in front of Celebration, perfectly situated near the magic of Disney Parks and the convenience of major expressways, inviting you to embrace a life of adventure and joy. .

    Monica Duran MD3 HOMES LLC

    3036 Parkway Blvd Unit 106, Kissimmee, FL 34747
  • /29

    $279,900 Pre-Foreclosure

    • 4 Beds
    • 2 Baths
    • 2,129 Sq Ft

    50 Dorset Dr, Kissimmee, FL 34758

    Beautifully upgraded single-story 4-bedroom, 2-bath block home located at 50 Dorset Dr, Kissimmee, FL 34758, in the rapidly growing Poinciana community. This home features an open layout with volume ceilings, ceramic tile throughout, and stylish upgraded lighting and ceiling fans. The kitchen offers granite countertops, stainless steel appliances, a center island, tiled backsplash, two pantry

    Anthony Gigilo TOP BROKERAGE, LLC

    50 Dorset Dr, Kissimmee, FL 34758
  • /36

    $215,000

    • 3 Beds
    • 2 Baths
    • 1,287 Sq Ft

    2749 N Poinciana Blvd Unit 15, Kissimmee, FL 34746

    MOTIVATED SELLER! This week NEW flooring in the hallway and bedrooms. The guest bathroom vanity and sink will be replaced as well. Updated pictures will be added soon. Welcome to 2749 N. Poinciana Blvd #15 – A beautifully updated FULLY FURNISHED 3-bedroom, 2-bath first-floor condo can be used as an investment property, second vacation home or a full time residence. Located in a community just

    Tara Yeager EXP REALTY LLC

    2749 N Poinciana Blvd Unit 15, Kissimmee, FL 34746
  • /46

    $289,999

    • 3 Beds
    • 2 Baths
    • 1,305 Sq Ft

    1906 Manatee Dr, Kissimmee, FL 34759

    An incredible opportunity to own a thoughtfully crafted one-story home that blends modern comfort, functionality, and timeless design. This spacious 3-bedroom, 2-bath residence features an open-concept layout ideal for both everyday living and entertaining. The bright and airy living and dining areas flow seamlessly into a contemporary kitchen equipped with quartz countertops, stainless steel

    Malique Roberson EXP REALTY LLC

    1906 Manatee Dr, Kissimmee, FL 34759
  • /33

    $139,900

    • 2 Beds
    • 2 Baths
    • 784 Sq Ft

    699 Lake Marion Golf Resort, Kissimmee, FL 34759

    Luxury Living Meets Resort ComfortStep into sophistication with this beautifully appointed 2-bedroom, 2-bath villa in the prestigious Lake Marion Golf Resort. Whether you're looking for a permanent residence or a high-performing vacation rental, this home delivers style, convenience, and value. Enjoy a modern kitchen with stainless steel appliances, waterproof laminate wood flooring, and

    Robert Isaac Rodriguez RE/MAX DOWNTOWN

    699 Lake Marion Golf Resort, Kissimmee, FL 34759
  • /24

    $226,999

    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft

    2007 Royal Bay Blvd Unit 144, Kissimmee, FL 34746

    Welcome to this beautiful 3-bedroom, 2-bathroom condo located just minutes from Disney World. As you enter, you’re greeted by an open-concept layout filled with natural light from the large windows, creating a bright and inviting living space.The spacious living room flows seamlessly into the dining area and kitchen, making it perfect for everyday living or entertaining. Down the hallway,

    Stephanie Class Cordero EXP REALTY LLC

    2007 Royal Bay Blvd Unit 144, Kissimmee, FL 34746
  • 1410 Orlando Ct, Kissimmee, FL 34759

    $269,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,525 Sq Ft

    1410 Orlando Ct, Kissimmee, FL 34759

    Introducing the Fishtail floorplan, a spacious and versatile offering from our Value Collection. This roomy plan spans 1,525 square feet, providing ample space for comfortable living. Upon entering, you’ll find two bedrooms and a bathroom located in the front of the home, offering privacy and convenience. Nestled in the back of the home is the Owners Suite, featuring an attached bathroom and a

    Holiday Builders Builder
    1410 Orlando Ct, Kissimmee, FL 34759
  • /2

    $47,250

    • Land
    • 0.32 Acre
    • $147,656 per Acre

    268 Spoonbill Dr, Kissimmee, FL 34759

    Vacant Lot in Poinciana Village 3, Perfect to build your DREAM HOME. Only 12 min to Poinciana Community Parks, Shopping, Groceries, Restaurants, ETC. Community has Club House and Swimming Pool, Football, Tennis and Courts. Bring your Price Today!

    Antonia Leong LA ROSA REALTY KISSIMMEE

    268 Spoonbill Dr, Kissimmee, FL 34759
  • /9

    $79,900

    • Land
    • 0.44 Acre
    • $181,591 per Acre

    0 Trout Way Unit MFRS5137639, Kissimmee, FL 34759

    Build your Dream Home or a Duplex for investment. Don't miss this chance to invest in a prime piece of real estate in Poinciana! This vacant lot offers immense potential for a future home or investment property in a rapidly developing area. Enjoy the best of both worlds: a quiet, suburban setting surrounded by natural beauty, with Central Florida's major attractions like Walt Disney World,

    Edward Sims TRANSCEND REALTY

    0 Trout Way Unit MFRS5137639, Kissimmee, FL 34759
  • /46

    $224,990

    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft

    2040 Royal Bay Blvd Unit 30, Kissimmee, FL 34746

    This charming home is perfect for personal use or as an investment. Enjoy a bright living area, an updated kitchen, and spacious bedrooms for comfort. Relax on your private patio or balcony, and take advantage of community amenities like the pool and clubhouse. Conveniently located near attractions, shopping, and dining, this property is ideal for anyone looking for a great lifestyle or rental

    Pablo Cintron REDFIN CORPORATION

    2040 Royal Bay Blvd Unit 30, Kissimmee, FL 34746
  • /35

    $253,000

    • 2 Beds
    • 2 Baths
    • 937 Sq Ft

    3028 Parkway Blvd Unit 308, Kissimmee, FL 34747

    Take advantage of the Seller's current assumable loan rate of 4.875% for qualified buyers! Take in the views, stop paying rent and start building wealth in the heart of this Disney location situated in between picturesque Disney Resorts and Celebration communities. Seller relocation to your benefit, as the work is done in this beautifully upgraded, immaculately maintained home on the top floor

    Chanda McCollom ERA GRIZZARD REAL ESTATE

    3028 Parkway Blvd Unit 308, Kissimmee, FL 34747
  • /10

    $76,000

    • 1 Bed
    • 1 Bath
    • 231 Sq Ft

    5367 W Irlo Bronson Mem Hwy Unit 1-203, Kissimmee, FL 34746

    Investors opportunity only minutes away from what Orlando is most famous for - DISNEY! This newly remodeled studio is in the heart of allKissimmee/Orlando brings! This is perfect to add to your portfolio if you're looking for turn-key, convenient, and rental-ready. located only a few miles from the parks, Celebration and malls.

    Andrea Pointon POINTON REALTY INC

    5367 W Irlo Bronson Mem Hwy Unit 1-203, Kissimmee, FL 34746
  • /2

    $44,999

    • Land
    • 0.16 Acre
    • $281,244 per Acre

    1323 Congo Dr, Kissimmee, FL 34759

    nice surrounding area, very private, yet close to everything, as-is, buyer is due diligence, buy it now before is too late, agent has many lots around, package deal

    Abdul Prawiradilaga STARLINK REALTY

    1323 Congo Dr, Kissimmee, FL 34759
  • /57

    $298,000

    • 3 Beds
    • 3 Baths
    • 1,440 Sq Ft

    2716 Bushman Dr, Kissimmee, FL 34746

    Stunning 3 bedroom 3 bath townhome in the very popular gated community of Regal Oaks. Minutes from Walt Disney Resort, restaurants and shopping. Open main floor with granite counter top kitchen nd powder room. One bedroom and full bath on 1st floor. Sliding doors to over screened lanai with heated hot tub. Second floor with 2 ensuite bedrooms and baths. Primary bedroom with lovely open balcony.

    Christine Butler IDILIQ ESTATES USA LLC

    2716 Bushman Dr, Kissimmee, FL 34746
  • /2

    $55,000

    • Land
    • 0.27 Acre
    • $203,704 per Acre

    110 San Benito Way, Kissimmee, FL 34758

    110 San Benito Way Kissimmee Florida 34758

    Rossi Nunez Tamarez LPT REALTY, LLC

    110 San Benito Way, Kissimmee, FL 34758
  • /6

    $89,000

    • 1 Bed
    • 1 Bath

    5367 W Irlo Bronson Hwy Unit 2-200, Kissimmee, FL 34746

    Own a Unit in The Greenpoint Essential to be used as vacation home and generate income while not using it. Can be rented thru hotel program or directly by Owner.Security 24 hour, gym, bar & restaurant, pool, spa, and more. Located just a minutes for the theme parks.

    Hernan Golod Golod Group LLC

    5367 W Irlo Bronson Hwy Unit 2-200, Kissimmee, FL 34746
  • /20

    $230,000

    • 3 Beds
    • 2 Baths
    • 1,249 Sq Ft

    8836 Dunes Ct Unit 206, Kissimmee, FL 34747

    Live every day like you're on vacation in this beautifully maintained 3-bedroom, 2-bath condo with a tranquil pool view, located in the highly sought-after gated community of Legacy Dunes in Kissimmee. This spacious second-floor unit offers 1,249 square feet of open living space with an open floor plan, solid surface counters, and an in-unit washer and dryer. Step out onto your private balcony

    Benjamin W Berry EXP REALTY LLC

    8836 Dunes Ct Unit 206, Kissimmee, FL 34747
  • /9

    $260,180 New Construction

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft

    Denali Plan at Lake Deer Estates - Classic Series, Kissimmee, FL 34759

    This homes elongated foyer impresses upon entry. Enjoy cooking in the spacious kitchen that overlooks the great room, dining nook and outside patio. Primary suite in the back of home features dual vanity sinks, a walk-in shower and large walk-in closet.

    Meritage Homes Builder
    3505 Broadwing Blvd Unit 37076677, Kissimmee, FL 34759
  • /4

    $49,950

    • Land
    • 0.31 Acre
    • $161,129 per Acre

    525 Saint Johns Ct, Kissimmee, FL 34759

    Just over 1/4 acre lot with large back yard in one of the growing areas of Poinciana's Villages- Multiple Lots available. Close to golf, restaurants, and more. Full size basketball court, several pools, fitness center and aquatic center all available for a minimal fee per use or create a membership.

    Sherri Hudson LANDSEARCH LLC

    525 Saint Johns Ct, Kissimmee, FL 34759
  • /18

    $229,999

    • 2 Beds
    • 2 Baths
    • 1,046 Sq Ft

    221 Cranbrook Dr, Kissimmee, FL 34758

    Welcome to 221 Cranbrook Dr. in Kissimmee — a stylishly renovated home perfect for first-time buyers or investors seeking strong cash flow! Step inside to discover a bright open floor plan with luxury vinyl flooring throughout (2023), a beautifully updated kitchen with granite countertops and stainless-steel appliances (2024), and fresh interior paint (2025) that creates a modern, move-in-ready

    Samuel Maduro LEGENDS REAL ESTATE PROFESSIONALS, INC

    221 Cranbrook Dr, Kissimmee, FL 34758
  • /22

    $232,500

    • 2 Beds
    • 2 Baths
    • 1,022 Sq Ft

    8103 Coconut Palm Way Unit 302, Kissimmee, FL 34747

    Unparalleled Location ! Windsor Palms, famous resort area, is situated in a GUARD GATED COMMUNITY. This 3rd floor Tastefully furnished property is your dream primary home /2nd home/investment rental, long term or short-term with high return. It provides a split 2 bedroom/2 full bathroom floor plan. The 2-bedroom unit is a snowbirds' favorite, especially in winter and early spring. Each bedroom

    Jean Lei HOMESMART

    8103 Coconut Palm Way Unit 302, Kissimmee, FL 34747
  • /9

    $164,999

    • 2 Beds
    • 2 Baths
    • 1,462 Sq Ft

    2634 Einwood Dr, Kissimmee, FL 34758

    Motivated Seller! Charming 2-Bedroom Home with Endless Potential! Motivated Seller!Welcome to 2634 Einwood Dr, a cozy 2-bedroom, 2-bath home ready for your personal touch. This property offers a great layout with spacious living areas and a bright kitchen, providing the perfect canvas to create your dream space. With a little TLC, this home can truly shine again — ideal for investors,

    Kevin Mangual WINAGA HOME REALTY LLC

    2634 Einwood Dr, Kissimmee, FL 34758
  • /34

    $239,900

    • 3 Beds
    • 2 Baths
    • 1,287 Sq Ft

    2745 N Poinciana Blvd Unit 68, Kissimmee, FL 34746

    Welcome to this beautifully maintained 3 bedroom, 2 bathroom condo located in the desirable Villas at Somerset community in Kissimmee. This property offers a rare opportunity to own in a community that allows short term rentals, making it an excellent option for a primary residence, vacation home, or income producing Airbnb investment. The interior features a functional and open layout designed

    Erica Diaz HOMEVEST REALTY

    2745 N Poinciana Blvd Unit 68, Kissimmee, FL 34746
  • /2

    $99,000

    • Land
    • 2.53 Acres
    • $39,130 per Acre

    0 Robin Trail Unit MFRO6241760, Kissimmee, FL 34747

    Take advantage of this 2.53-acre agricultural lot located on Robin Trail in Kissimmee, Florida 34747. This spacious property offers ample room for farming, livestock, or creating a private rural retreat. Surrounded by Florida’s natural landscape, the lot provides a peaceful and secluded environment while still maintaining convenient access to nearby roadways and local amenities. Whether you’re

    Samih Sadiq KELLY RIGHT REAL ESTATE

    0 Robin Trail Unit MFRO6241760, Kissimmee, FL 34747
  • /34

    $70,000

    • 2 Beds
    • 1 Bath
    • 462 Sq Ft

    962 Savanna Dr, Kissimmee, FL 34746

    Turnkey investment or full-time home in a resort-style community... approved for short-term rentals including Airbnb, VRBO! This beautifully maintained 2 bedroom, 1 bathroom home is located in a prime spot right next to the pool and just 2 to 3 miles from Old Town Kissimmee and Food Truck World. The neighborhood offers resort-style amenities, picnic areas, and a relaxed vacation feel that guests

    Jennifer Maasdorp Integrity Mobile Homes

    962 Savanna Dr, Kissimmee, FL 34746
  • /26

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,495 Sq Ft

    3001 Greystone Loop Unit 201, Kissimmee, FL 34741

    This inviting 3-bedroom, 2-bath condo in Flora Ridge offers a bright and spacious layout designed for comfortable everyday living. The living and dining areas flow seamlessly into a screened-in balcony, while the kitchen features ample cabinet space and a practical layout. All three bedrooms are generously sized, with carpeted flooring for added comfort, and both bathrooms are tiled for easy

    Mariana Nossa WRA BUSINESS & REAL ESTATE

    3001 Greystone Loop Unit 201, Kissimmee, FL 34741
  • /12

    $82,900

    • 2 Beds
    • 1 Bath

    2650 Holiday Trail, Kissimmee, FL 34746

    Nestled in the Tropical Palms resort-style community, offering a relaxed Florida lifestyle surrounded by tropical palms and convenient amenities. This inviting 2 bedroom, 1 bathroom is perfectly located near shopping, dining, and major roadways, about 5 miles from Walt Disney World. The lot rent is $1,018.71 that includes water, cable and landscaping. Making it ideal for snowbirds looking for a

    Jessica Negron WEICHERT REALTORS HALLMARK PROPERTIES

    2650 Holiday Trail, Kissimmee, FL 34746
  • /2

    $29,900

    • Land
    • 0.24 Acre
    • $124,583 per Acre

    1344 Homosassa Ct, Kissimmee, FL 34759

    A unique buying opportunity awaits! This Investor/Developer spent several years acquiring multiple parcels for development. If you’re tired of zero lot line builds, looking for a site for a multi generation home build or just want some space these parcels may be “just right” for you! Think of the possibilities... Auxiliary dwelling unit? Detached garage or workshop? Garage with apartment? Buyer

    Kerriann Sullivan TOHO REALTY GROUP, LLC

    1344 Homosassa Ct, Kissimmee, FL 34759

Showing Results 401 - 440, Page 11 of 18

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