Winter Garden, FL Homes

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  $812,990

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,550 Sq Ft

  Ellington Plan at Avalon Woods - 60' Homesites, Winter Garden, FL

  The Ellington is a spacious two-story home offers 3,550 square feet of elegant living, featuring 5 bedrooms and 3.5 bathrooms, along with a generous 3-car garage. The primary suite is conveniently located on the first floor, alongside the laundry for easy access. Upstairs, you’ll find four additional bedrooms and a massive game room—perfect for family fun! Relax and unwind outside under the

  Dream Finders Homes Builder

  0 Avalon Woods St Unit 37162177, Winter Garden, FL
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  $3,600 Per Month

  • 4 Beds
  • 3 Baths
  • 2,966 Sq Ft
  • House for Rent

  2158 Wintermere Pointe Dr, Winter Garden, FL 34787

  Beautiful spacious 4 bedroom, 3 bath pool home located in GATED community of Wintermere Pointe, Winter Garden. This home offers 3,000 square feet of living space. Enjoy the private screened in pool. Large bonus room. Great location! Just minutes from Winter Garden Village, SR 429 and the Florida Turnpike. Pool and Lawn included. Freshly painted. Must see!

  Barbara Schafer Holland CLASSIC INTERNATIONAL REALTY LLC

  2158 Wintermere Pointe Dr, Winter Garden, FL 34787
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  /2

  $780,000

  Sold May 06, 2026

  15183 Serenade Dr, Winter Garden, FL 34787

  • 7 Beds
  • 4 Baths
  • 4,438 Sq Ft
  • Built 2010

  Last Sold Summary

  • 1% Below List Price
  • $176/SF
  • 6 Days On Market

  Current Estimated Value $786,391

  Last Listing Agent Brandt Myers COMPLETE FLORIDA REALTY LLC

  15183 Serenade Dr, Winter Garden, FL 34787
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  /2

  Est $637,408

  Not Listed For Sale

  10289 Spring Shores Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,840 Sq Ft
  • Built 2018

  10289 Spring Shores Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 153 Days On Market
• 

  

  

  /101

  $465,900

  New Construction

  • 3 Beds
  • 3 Baths
  • 1,941+ Sq Ft

  Edison Plan at Harvest at Ovation - Townhomes, Winter Garden, FL 34787

  New Luxurious Townhome by RockWell Homes. Welcome to this exquisite new townhome where luxury meets convenience. This spacious home offers 3 bedrooms, 3 bathrooms, and a versatile loft, perfect for your lifestyle needs. The townhome also includes a 2-car garage, a covered front lanai, a private second-floor covered balcony, and a covered back yard lanai, private fenced in back yard, providing

  RockWell Homes Builder

  15069 Summer Harvest St Unit 36901393, Winter Garden, FL 34787
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  $3,000 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,516 Sq Ft
  • House for Rent

  247 Country Cottage Ln, Winter Garden, FL 34787

  Remodel Home for rent! This beautiful 4BR/2.5BA single-family home is located inside the gated community of Cobblestone. Features open floor plan, separate living room, dining/family combo, all located on 1st floor completely tile floors. All bedrooms are on the 2nd floor, including the laundry room, with luxury Vinyl floors. The master bedroom features a huge walk-in closet, dual sinks, and a

  Yoganand Ganeshram EXP REALTY LLC

  247 Country Cottage Ln, Winter Garden, FL 34787
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  /2

  $575,990

  Sold Mar 30, 2026

  Unlisted Address

  • 4 Beds
  • 3 Baths
  • 2,083 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $277/SF
  • 87 Days On Market

  Current Estimated Value $575,930

  Last Listing Agent Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

  Unlisted Address
• 

  /2

  Est $599,094

  Not Listed For Sale

  5506 New Independence Pkwy, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,369 Sq Ft
  • Built 2013

  5506 New Independence Pkwy, Winter Garden, FL 34787

  Last Sold Summary

  • 17 Days On Market
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  /18

  $820,990

  New Construction

  • 5 Beds
  • 3 - 5 Baths
  • 3,610+ Sq Ft

  Newport Plan at Lake Star at Ovation - Cottage Collection, Winter Garden, FL 34787

  This 3,611 square foot Newport plan includes 5 bedrooms, 3 bathrooms, and a 3-car garage; this plan can be made into a dual owner's suite home. It offers additional in-room bathrooms for more privacy, as well as the ability to add extended lanai’s and second story balconies, maximizing your view or outdoor living space.

  M/I Homes Builder

  12025 Encore at Ovation Way Unit 36490633, Winter Garden, FL 34787
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  $2,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,624 Sq Ft
  • Townhouse for Rent

  16097 Pebble Bluff Loop, Winter Garden, FL 34787

  3 Bedroom, 2 Baths Town Home For Rent in Winter Garden, Fl. 34787. Range, Refrigerator, D/W, Disposal, Central Heat and A/C.

  Rick Sein REALSOURCE PROPERTY MANGNT LLC

  16097 Pebble Bluff Loop, Winter Garden, FL 34787
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  /2

  $539,000

  Sold Aug 14, 2025

  218 Black Springs Ln, Winter Garden, FL 34787

  • 4 Beds
  • 2 Baths
  • 2,238 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Below List Price
  • $241/SF
  • 7 Days On Market

  Current Estimated Value $524,536

  Last Listing Agent Theresa Sau CENTURY 21 CARIOTI

  218 Black Springs Ln, Winter Garden, FL 34787
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  /2

  Est $647,827

  Not Listed For Sale

  753 Sandy Bar Dr, Winter Garden, FL 34787

  • 5 Beds
  • 2.5 Baths
  • 3,021 Sq Ft
  • Built 2016

  753 Sandy Bar Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 5 Days On Market
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  /34

  $578,990

  New Construction

  • 3 - 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  Suncrest II Plan at Osprey Ranch, Winter Garden, FL 34787

  Open-concept kitchen with center island and oversized pantry.Spacious great room with access to covered lanai.Private home office or optional Extra Suite off foyer.Lavish primarysuite with tray ceiling and walk-in closet.Relaxing primary bath with dual sinks and seated shower.Convenient second story laundry in proximity to bedrooms.Optional bonus room over garage.

  K. Hovnanian Homes Builder

  15221 Blue Peacock Ln Unit 36494326, Winter Garden, FL 34787
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  /23

  $2,900 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,717 Sq Ft
  • Townhouse for Rent

  15767 Water Spring Blvd, Winter Garden, FL 34787

  Welcome to this beautiful newer townhome in the highly desirable Waterleigh/Horizon West area of WinterGarden! This spacious 3-bedroom, 2.5-bath home features an open-concept floor plan with a modern kitchen,stainless steel appliances, quartz countertops, and a large island perfect for entertaining. Upstairs, you’ll find agenerous primary suite with a walk-in closet and a private

  Saloua Desooki EG ORLANDO LLC

  15767 Water Spring Blvd, Winter Garden, FL 34787
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  /2

  $825,000

  Sold Mar 25, 2026

  13845 Jomatt Loop, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,804 Sq Ft
  • Built 2017

  Last Sold Summary

  • $294/SF
  • 1 Day On Market

  Current Estimated Value $816,689

  Last Listing Agent Jenna Palmero COLDWELL BANKER REALTY

  13845 Jomatt Loop, Winter Garden, FL 34787
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  /47

  Est $881,791

  Not Listed For Sale

  1036 Kershaw Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,442 Sq Ft
  • Built 2018

  1036 Kershaw Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 32 Days On Market
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  /27

  $440,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,605 Sq Ft

  7007 Old Greenfield Ln, Winter Garden, FL 34787

  Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence offering 1,690 square feet of thoughtfully designed living space in the highly sought-after community of Independence in Winter Garden. Perfectly positioned on a quiet street, this home has been lovingly cared for and is truly move-in ready. Recent updates provide peace of mind for years to come, including a new roof

  Julie Davis, LLC COLDWELL BANKER REALTY

  7007 Old Greenfield Ln, Winter Garden, FL 34787
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  $5,000 Per Month

  • 4 Beds
  • 3.5 Baths
  • 3,074 Sq Ft
  • House for Rent

  12890 Eureka Lemon Dr, Winter Garden, FL 34787

  Enjoy breathtaking sunset views and ultimate privacy from this stunning two-story home backing to a peaceful conservation area with no rear neighbors. The extended covered lanai creates the perfect outdoor living space to relax, entertain, or simply take in the beautiful Florida evenings.Offering 4 bedrooms, 3.5 bathrooms, and 3,074 square feet of thoughtfully designed living space, this

  Carolina Mariano Da Silva PREMIER SOTHEBYS INT'L REALTY

  12890 Eureka Lemon Dr, Winter Garden, FL 34787
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  /15

  $640,852

  Sold Aug 04, 2025

  16192 Honey Harvest St, Winter Garden, FL 34787

  • 4 Beds
  • 4.5 Baths
  • 2,725 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $235/SF
  • 11 Days On Market

  Current Estimated Value $619,000

  Taylor Morrison Harvest at Ovation

  16192 Honey Harvest St, Winter Garden, FL 34787
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  /26

  Est $534,958

  Not Listed For Sale

  15019 Pigeon Plum Ln, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft
  • Built 2017

  15019 Pigeon Plum Ln, Winter Garden, FL 34787

  Last Sold Summary

  • 0 Days On Market
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  /40

  $587,000

  $13K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,967 Sq Ft

  1085 Chase Dr, Winter Garden, FL 34787

  Virtually Staged. Welcome to ISLAND POINTE, one of Winter Garden’s most desirable communities, ideally located in the area's sought-after GOLF COURSE DISTRICT, just minutes from Historic Downtown Winter Garden and the vibrant Plant Street corridor. Here, you can embrace the true Florida lifestyle—hop on your golf cart and enjoy easy access to award-winning restaurants, boutique shopping,

  Nicole Dege REDFIN CORPORATION

  1085 Chase Dr, Winter Garden, FL 34787
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  /21

  $2,680 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,709 Sq Ft
  • House for Rent

  1631 Sherbourne St, Winter Garden, FL 34787

  MOVE-IN READY! PERFECT location in desirable Winter Garden! Greate school zone. NO CARPET! Renovated kitchen, countertops, floorings, light fixtures, baths shower/vanities/mirrors/lights...Brand new a/c(to be installed next week). Beautiful home featuring 3 bedrooms plus 1 loft/retreat/office/bonus upstairs and 2.5 baths, 2 car garage on front. Screened covered lanai, sizable back yard. All

  Jacky Liu YORK MILLS REALTY LLC

  1631 Sherbourne St, Winter Garden, FL 34787
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  /2

  $775,000

  Sold Dec 11, 2025

  6244 Argent Wood Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 3,017 Sq Ft
  • Built 2025

  Last Sold Summary

  • 10% Below List Price
  • $257/SF
  • 72 Days On Market

  Current Estimated Value $779,595

  Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

  6244 Argent Wood Dr, Winter Garden, FL 34787
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  Est $499,564

  Not Listed For Sale

  9624 Woodcrane Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft
  • Built 2017

  9624 Woodcrane Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 5 Days On Market
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  /4

  Call for Price

  • Land
  • 300 Acres

  Old YMcA Rd, Winter Garden, FL 34787

  Mixed-Use Development Land Near Walt Disney World, Just Minutes Away From Every Main Attraction and Amenity Orlando Has to Offer!The Property is 300 net acres within the Disney World area 2,700 acre Panther Run development.Panther Run is going through approvals for 2 distinct Districts. The Residential District with 1,800 Single-Family units for both primary and active adult housing,

  Daryl Carter Maury L. Carter & Associates, Inc.

  Old YMcA Rd, Winter Garden, FL 34787
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  $3,100 Per Month

  • 4 Beds
  • 3 Baths
  • 2,042 Sq Ft
  • House for Rent

  15121 Book Club Rd, Winter Garden, FL 34787

  This 4-bedroom home in the community of Storey Grove Step inside from your large front porch to find an open main floor that includes the living room, dining area and kitchen. The home offers a neutral color palette, the kitchen features stainless steel appliances, stone countertops, a corner pantry and a center island with bar-top seating. Just off the mudroom at the back of the house, there’s a

  Lorraine da Silva Andrade TALENT REALTY SOLUTIONS

  15121 Book Club Rd, Winter Garden, FL 34787
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  $1,025,000

  Sold Dec 22, 2025

  14085 Jomatt Loop, Winter Garden, FL 34787

  • 6 Beds
  • 4 Baths
  • 4,857 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Below List Price
  • $211/SF
  • 7 Days On Market

  Current Estimated Value $1,043,639

  Last Listing Agent Heather Unger, PA ACME REAL ESTATE FLORIDA LLC

  14085 Jomatt Loop, Winter Garden, FL 34787
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  /2

  Est $489,713

  Not Listed For Sale

  14531 Golden Harbor Ln, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,060 Sq Ft
  • Built 2018

  14531 Golden Harbor Ln, Winter Garden, FL 34787

  Last Sold Summary

  • 79 Days On Market
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  /33

  $917,999

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,591 Sq Ft

  Ravenna Plan at Esplanade at McKinnon Groves 50' Lot, Winter Garden, FL 34787

  This 2-story home with a courtyard features 5 bedrooms, 5.5 bathrooms, a 3-car garage and 4,591 square feet. This sprawling home has so much to offer, with a formal dining room, an oversized great room, and a stunning kitchen. The Ravenna has a variety of structural options to make this home uniquely yours, with a multi-gen suite, media room, study, outdoor kitchen, and so much more.

  Taylor Morrison Builder

  0 Marsh Rd Unit 40619864, Winter Garden, FL 34787
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  /26

  $1,649 Per Month

  • 1 Bed
  • 1 Bath
  • 838 Sq Ft
  • Condo for Rent

  303 Southern Pecan Cir Unit 107, Winter Garden, FL 34787

  Amazing opportunity in the resort-style Southern Pines Condos in Winter Garden! Freshly painted 1-bedroom, 1-bath condo, ready for move-in. Laminate flooring in the dining area, living room, and bedroom, with ceramic tile in the kitchen and bathroom. The spacious bedroom features a walk-in closet and a dual-entry bathroom that also serves as a guest bath. The kitchen includes a separate dining

  Seyed Azimi AFT PROPERTY LLC

  303 Southern Pecan Cir Unit 107, Winter Garden, FL 34787
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  /2

  $480,990

  Sold Jun 26, 2026

  15267 Hamlin Park Dr, Winter Garden, FL 34787

  • 3 Beds
  • 3.5 Baths
  • 2,072 Sq Ft
  • Built 2026

  Last Sold Summary

  • 1% Above List Price
  • $232/SF
  • 50 Days On Market

  Current Estimated Value $473,599

  Last Listing Agent Reed Williams ASHTON WOODS FLORIDA REALTY LLC

  15267 Hamlin Park Dr, Winter Garden, FL 34787
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  /2

  Est $675,226

  Not Listed For Sale

  14132 Murcott Blossom Blvd, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,726 Sq Ft
  • Built 2015

  14132 Murcott Blossom Blvd, Winter Garden, FL 34787

  Last Sold Summary

  • 203 Days On Market
• 

  

  /71

  $729,000

  • 4 Beds
  • 3.5 Baths
  • 3,267 Sq Ft

  9561 Waterway Passage Dr, Winter Garden, FL 34787

  Designed for comfortable everyday living and easy gatherings, this inviting Waterleigh home pairs a flexible two-story layout with fresh interior finishes and thoughtfully connected living spaces. Brand-new interior paint creates a bright, polished backdrop throughout, while decorative wainscoting and chair rail added in 2021 bring character to the main living areas. Just off the foyer, a

  Chris Bessette KELLER WILLIAMS CLASSIC

  9561 Waterway Passage Dr, Winter Garden, FL 34787
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  $2,800 Per Month

  • 4 Beds
  • 2.5 Baths
  • 1,999 Sq Ft
  • Townhouse for Rent

  15381 Avenue of the Arbors, Winter Garden, FL 34787

  Welcome to Signature Lakes – Independence, one of Winter Garden’s most desirable communities. This beautifully maintained 4-bedroom, 2.5-bath townhome offers a bright open layout with modern finishes, including white cabinetry, granite countertops, stainless steel appliances, designer pendant lighting, and a spacious breakfast bar overlooking the large living area. A delightful feature of this

  Jeffrey Petch GECKO REALTY, INC

  15381 Avenue of the Arbors, Winter Garden, FL 34787
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  /33

  $498,000

  Sold Jul 07, 2026

  9107 Grand Island Way, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,082 Sq Ft
  • Built 2017

  Last Sold Summary

  • $239/SF
  • 7 Days On Market

  Current Estimated Value $496,318

  Last Listing Agent Jeff Inman FL Home Group LLC

  9107 Grand Island Way, Winter Garden, FL 34787
• 

  /2

  Est $235,031

  Not Listed For Sale

  14200 Avalon Rd Unit 225, Winter Garden, FL 34787

  • 2 Beds
  • 2 Baths
  • 1,203 Sq Ft
  • Built 2008

  14200 Avalon Rd Unit 225, Winter Garden, FL 34787

  Last Sold Summary

  • 55 Days On Market
• 

  /2

  $712,634

  New Construction Pending

  • 3 Beds
  • 3.5 Baths
  • 2,515 Sq Ft

  6050 Flowering Cherry Bend, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Carter, a thoughtfully designed bungalow that combines style, comfort, and modern functionality. This brand-new home offers 4 bedrooms, 3.5 bathrooms, and 2,520 sq. ft. of

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  6050 Flowering Cherry Bend, Winter Garden, FL 34787
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  $3,400 Per Month

  • 4 Beds
  • 3 Baths
  • 2,424 Sq Ft
  • House for Rent

  11965 Bracco St, Winter Garden, FL 34787

  Step into this stunning and move-in ready home, completed in April 2025 and loaded with modern upgrades and designer touches throughout! Featuring a bright open-concept layout, the chef-inspired kitchen showcases elegant gold fixtures and flows seamlessly into the spacious dining and living areas, perfect for entertaining or enjoying everyday family life. Need extra flexibility? The private study

  Denise Batista ALLUX REAL ESTATE LLC

  11965 Bracco St, Winter Garden, FL 34787
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  /2

  $670,000

  Sold Jan 21, 2026

  17344 Bal Harbour Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,817 Sq Ft
  • Built 2020

  Last Sold Summary

  • 3% Below List Price
  • $238/SF
  • 12 Days On Market

  Current Estimated Value $668,616

  Last Listing Agent Chun Cai SPRING REALTY ONE LLC

  17344 Bal Harbour Dr, Winter Garden, FL 34787
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  /24

  Est $424,013

  Not Listed For Sale

  6431 Sweet Clementine Aly, Winter Garden, FL 34787

  • 3 Beds
  • 3 Baths
  • 1,903 Sq Ft
  • Built 2018

  6431 Sweet Clementine Aly, Winter Garden, FL 34787

  Last Sold Summary

  • 0 Days On Market

Showing Results 601 - 640, Page 16 of 18