38

Casselberry, FL 2-Story Homes for Sale

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  • /32

    $294,900

    • 3 Beds
    • 2.5 Baths
    • 1,409 Sq Ft

    1637 Orrington Payne Place, Casselberry, FL 32707

    Tucked inside the gated community of The Parke at Hanover Place, this move-in ready, end-unit townhome offers a great combination of space, privacy and low-maintenance living. Located in a super convenient Seminole County location, this townhome has three bedrooms, 2.5-baths, and a one-car garage, giving you plenty of space for all your needs. When you arrive, you'll notice the oversized

    Agent Photo

    Melissa Flores

    PREMIER SOTHEBYS INT'L REALTY

    (321) 359-8090

    1637 Orrington Payne Place, Casselberry, FL 32707
  • /37

    $625,000

    • 4 Beds
    • 4 Baths
    • 2,773 Sq Ft

    1278 Snug Harbor Dr, Casselberry, FL 32707

    Stunning Two-Story Home in Gated Oakhurst Reserve – Casselberry, FL. Welcome to this unique and spacious 4-bedroom, 4-bath home nestled on one of the largest lots in the highly sought-after Oakhurst Reserve, a private gated community near Winter Springs and Winter Park. Step inside and enjoy the comfort of a beautifully upgraded interior featuring: New bamboo flooring on the staircase and the

    Agent Photo

    Manoj Patel

    APPLE REALTY

    (321) 286-7985

    1278 Snug Harbor Dr, Casselberry, FL 32707
  • /35

    $409,900

    • 3 Beds
    • 2.5 Baths
    • 1,854 Sq Ft

    306 Oak Park Place, Casselberry, FL 32707

    Discover this exceptional residence in the heart of Casselberry, perfectly positioned near the intersection of 436 and 17-92. Combining everyday convenience with a sense of privacy, this home offers effortless access to shopping, dining, parks, and schools, all while being tucked away on a peaceful cul-de-sac with minimal traffic. Step inside to discover cathedral ceilings and a welcoming foyer

    Jesse Serrano EMPIRE NETWORK REALTY

    306 Oak Park Place, Casselberry, FL 32707
  • /28

    $381,995

    • 4 Beds
    • 2.5 Baths
    • 1,982 Sq Ft

    155 Fallwood St, Casselberry, FL 32730

    NEW PRICE REDUCTION! Welcome home to this beautifully maintained townhome tucked away in a charming, quiet community with a warm, family-friendly atmosphere. Thoughtfully updated, this home features a brand-new roof, exterior repaint, hot water heater, A/C unit improvements, and multiple upgrades completed within the past two years, offering added value and peace of mind. Also, HOA is in the

    Brian McKinney ALL FLORIDA REALTY GROUP

    155 Fallwood St, Casselberry, FL 32730
  • /26

    $295,000

    • 3 Beds
    • 2.5 Baths
    • 1,344 Sq Ft

    2941 Lowell Ct, Casselberry, FL 32707

    Welcome to this beautifully updated and well-maintained townhome offering comfort, style, and low-maintenance living. The first floor features a bright open layout with stunning new flooring and a spacious living and dining area perfect for entertaining. No Carpet! The heart of the home is the modern kitchen, showcasing sleek shaker-style cabinetry, granite countertops, a center island, and all

    Daniel Goodman CHARLES RUTENBERG REALTY ORLANDO

    2941 Lowell Ct, Casselberry, FL 32707
  • /26

    $315,000

    • 3 Beds
    • 3.5 Baths
    • 1,652 Sq Ft

    1515 Winter Green Blvd, Winter Park, FL 32792

    Offering the comfort and feel of a single-family home with the convenience of townhome living, this beautifully maintained two-story residence features 3 bedrooms, 2.5 baths, and a private courtyard conveniently located in Winter Park. Sliding glass doors throughout the home fill the interior with natural light and create a seamless connection to your private outdoor courtyard. Inside, the

    Jill Healey KELLER WILLIAMS WINTER PARK

    1515 Winter Green Blvd, Winter Park, FL 32792
  • /37

    $375,000

    • 3 Beds
    • 2.5 Baths
    • 1,397 Sq Ft

    3374 Hamlet Loop, Winter Park, FL 32792

    This well-maintained 3 bedroom, 2.5 bath home is located in the quaint, charming city of Winter Park. Step inside to a split-bedroom floor plan featuring a spacious living and dining area with high ceilings and beautiful natural lighting. The kitchen is equipped with ample cabinetry in excellent condition, spacious countertops with breakfast bar seating, and a large pantry. The primary bedroom

    Thomas Weclew THE REALTY MEDICS

    3374 Hamlet Loop, Winter Park, FL 32792
  • /39

    $355,000

    • 2 Beds
    • 2.5 Baths
    • 1,550 Sq Ft

    2648 Galliano Cir, Winter Park, FL 32792

    Welcome to Winter Park two-story townhome located in the private, gated community of Vistas at Lake Howell. This 2 bedroom, 2.5 bathroom home offers approximately 1,550 sq ft of living space. The kitchen features stainless steel appliances, including dishwasher, range, refrigerator, and microwave. The living and dining room combination provides an open and functional layout. All bedrooms are

    Elizabeth Santiago ALLEGIANT MANAGEMENT GROUP INC

    2648 Galliano Cir, Winter Park, FL 32792
  • /58

    $1,695,000

    • 5 Beds
    • 5 Baths
    • 4,635 Sq Ft

    2008 Center Dr, Casselberry, FL 32707

    Welcome to 2008 Center Drive, a private estate offering the rare combination of nearly 3 wooded acres and refined upgrades in the heart of Seminole County. Designed for those who value space, privacy, and quality craftsmanship, this 5-bedroom, 5-bathroom custom pool home delivers an elevated lifestyle just minutes from the area’s best shopping, dining, and entertainment. A long, tree-lined drive

    Abby Greenberg COMPASS FLORIDA LLC

    2008 Center Dr, Casselberry, FL 32707
  • /60

    $599,900

    • 4 Beds
    • 3 Baths
    • 2,531 Sq Ft

    203 Wise Owl Way, Casselberry, FL 32708

    HUGE PRICE DROP! SELLERS NEED TO SELL! WALK ON IN AND CALL IT HOME! Welcome to this stunning 4-bedroom, 3-bathroom home nestled in the highly sought-after Tuskawilla Crossings community of Winter Springs. From the moment you step inside, you’ll be greeted by a tastefully decorated foyer that opens up into a spacious living room and a beautifully designed open kitchen, perfect for entertaining and

    Lindsay Kaye Voss VOSS REALTY INC

    203 Wise Owl Way, Casselberry, FL 32708
  • /44

    $589,800

    • 4 Beds
    • 2 Baths
    • 2,892 Sq Ft

    2878 Willow Bay Terrace, Casselberry, FL 32707

    Sellers will credit up to $10,000 towards buyers rate buy down with acceptable offer. Welcome to 2878 Willow Bay, a beautifully maintained residence located within the gated Lakehurst community of Casselberry, just minutes from top-rated schools, parks, and everyday conveniences. This light-filled four-bedroom home with an additional loft offers an elegant yet comfortable layout designed for both

    Suzanne Muchow COLDWELL BANKER REALTY

    2878 Willow Bay Terrace, Casselberry, FL 32707
  • /28

    $279,900

    • 3 Beds
    • 2.5 Baths
    • 1,565 Sq Ft

    308 Coral Beach Cir, Casselberry, FL 32707

    Rare affordability! Introducing Antigua Bay, a small desirable community in desirable Casselberry, with easy access to shopping and all major highways tucked between Winter Park and Longwood. This large 3 bedroom 2 1/2 bath townhome offers a 2-car attached garage with remote opener for easy access. Brick paver driveway and decorator paint interior, Carpet replaced last year and all appliances to

    Claire Schwartz CLAIRE SCHWARTZ & ASSOCIATES

    308 Coral Beach Cir, Casselberry, FL 32707
  • /29

    $144,900

    • 2 Beds
    • 2 Baths
    • 1,126 Sq Ft

    644 Kenwick Cir Unit 204, Casselberry, FL 32707

    Welcome home to 644 Kenwick Circle #204, a beautifully maintained two-bedroom, two-bathroom condo in the desirable Oxford Square Condominiums of Casselberry, FL. This second-floor residence offers 1,126 square feet of comfortable, well-designed living space and has been freshly painted throughout the interior, creating a clean, move-in-ready feel. The open floor plan with split bedrooms provides

    Virginia Bellhorn WATSON REALTY CORP

    644 Kenwick Cir Unit 204, Casselberry, FL 32707
  • /25

    $216,800

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    520 Georgetown Dr, Casselberry, FL 32707

    Welcome to 520 Georgetown Dr! This charming 3-bedroom townhome features two en-suite and bathrooms upstairs and a convenient half bath downstairs, offering both comfort and functionality. The home includes tile flooring throughout the first floor, an updated bathroom, full-size washer and dryer, and ceiling fans in every room.Enjoy a private, fenced courtyard—perfect for low-maintenance

    Reuben Simmonds, Jr BLAIR REALTY GROUP INC

    520 Georgetown Dr, Casselberry, FL 32707
  • /64

    $444,900

    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft

    1951 Canny Cove, Winter Park, FL 32792

    Price improvement! Discover comfortable Winter Park living in this bright 3-bedroom, 2.5-bath corner-unit townhome located in the gated Grayson Square community. Freshly painted and filled with natural light, the open-concept living and dining area opens to a covered lanai, ideal for everyday living and entertaining. The kitchen features stainless steel appliances, quartz countertops, ample

    Denise Del Castillo LPT REALTY, LLC

    1951 Canny Cove, Winter Park, FL 32792
  • /52

    $244,000

    • 2 Beds
    • 2 Baths
    • 1,166 Sq Ft

    4008 W Maryland Place, Casselberry, FL 32707

    WATER VIEW FROM HUGE LANAI!!! Welcome to your tranquil oasis, where the serene beauty of a pond meets the comforts of modern living! This charming 2-bedroom, 2-bath townhome features two master suites, one conveniently located on the main floor and another upstairs for added privacy. Imagine sipping your morning coffee on the expansive screened porch, enveloped by lush trees and vibrant bushes,

    Hank Paxson CREEGAN GROUP

    4008 W Maryland Place, Casselberry, FL 32707
  • /37

    $175,000

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    2423 Branch Way Unit 207, Maitland, FL 32751

    Excellent Seminole County location! Welcome to this spacious 3-bedroom, 2-bath condo in the peaceful Carrington Park community, offering over 1,400 square feet of comfortable living. Located on the second floor, this freshly painted unit features an open, light-filled floor plan where the kitchen, dining, and living areas flow seamlessly together, highlighted by a bright kitchen with stainless

    Hailey Franklin MORRIS REALTY AND INVESTMENTS

    2423 Branch Way Unit 207, Maitland, FL 32751
  • /41

    $189,900

    • 2 Beds
    • 2.5 Baths
    • 1,248 Sq Ft

    306 Georgetown Dr, Casselberry, FL 32707

    One or more photo(s) has been virtually staged. NEW LOWER PRICE and Motivated Seller will consider OWNER FINANCING with acceptable offer! Discover an exceptional opportunity to own a newly renovated 2-bedroom, 2.5-bath townhome-style condo offering direct access to a large freshwater canal that leads to the private, 400-acre Lake Howell. Renovated and move-in ready, this spacious two-story

    Kim Blaylock HOMEVEST REALTY

    306 Georgetown Dr, Casselberry, FL 32707
  • /25

    $119,000

    • 1 Bed
    • 1 Bath
    • 759 Sq Ft

    480 Banyon Tree Cir Unit 102, Maitland, FL 32751

    PRICE REDUCED! Great condo to hold as an investment property or first-time purchase. The one-bed condo at Carrington Park has ceramic tile floors throughout. Ground floor unit with fresh paint and large open living room. Community offers three pools, fitness center, clubhouse, playground, park/picnic spaces and more! Excellent location in Maitland and convenient to shopping, restaurants and the

    Travis Stone BENOIT MANAGEMENT LLC

    480 Banyon Tree Cir Unit 102, Maitland, FL 32751
  • /23

    $310,000

    • 3 Beds
    • 2.5 Baths
    • 1,333 Sq Ft

    1934 Fenwick Way, Casselberry, FL 32707

    Step into this immaculate 2-story townhome, perfectly maintained and in the best possible condition. Located in a desirable, friendly neighborhood, this home offers both comfort and convenience. With spacious living areas, modern finishes, and a well-thought-out layout, it’s move-in ready for its next owner. Enjoy the peace of mind that comes with a property that has been cared for to

    Ismenia Cam GOLDEN KEY HOMES REALTY INC

    1934 Fenwick Way, Casselberry, FL 32707
  • /36

    $330,000

    • 3 Beds
    • 2.5 Baths
    • 2,012 Sq Ft

    1517 N Carolwood Blvd, Casselberry, FL 32730

    UPDATED AND BACK ON THE MARKET!! Welcome to your new home in the highly sought-after Lake of the Woods community! This beautifully updated 3-bedroom, 2.5-bath townhome spans over 2,000 sq/ft of open-concept living, offering the perfect blend of style, comfort, and space. Recently updated, the second floor boasts brand-new flooring and fresh paint, giving the space a modern, polished look. A

    Bob Broughton BROUGHTON REALTY GROUP

    1517 N Carolwood Blvd, Casselberry, FL 32730
  • /24

    $145,000

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    448 Banyon Tree Cir Unit 206, Maitland, FL 32751

    Beautiful 3-bedroom, 2-bath condo located on the second floor with a private balcony. This home features brand-new vinyl flooring installed in August 2024 and fresh interior paint completed in 2025. Spacious layout with plenty of natural light, ideal for comfortable living or investment. Conveniently located near shopping, dining, and major highways. Move-in ready!

    Moses Nae MIAMI TANGO INVESTMENTS REALTY

    448 Banyon Tree Cir Unit 206, Maitland, FL 32751
  • /34

    $539,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,412 Sq Ft

    1289 Ash Tree Cove, Casselberry, FL 32707

    *NEW CONSTRUCTION* - Welcome to the CARLISLE FLOOR PLAN, a *4 BED / 2 FULL BATH / 1 HALF BATH* Single Family Home located in the sought after community GREENVILLE COMMONS, in Casselberry - FL, served by Seminole County great schools. THIS HOME is part of the 2nd and final phase of the community development. Greenville Commons consists of a total of 41 single family homes and it's on its last

    Emidio Dias Carvalho Neto CHARLES RUTENBERG REALTY ORLANDO

    1289 Ash Tree Cove, Casselberry, FL 32707
  • /37

    $519,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,412 Sq Ft

    1251 Ash Tree Cove, Casselberry, FL 32707

    Welcome to the CARLISLE FLOOR PLAN, a *4 BED / 2 FULL BATH / 1 HALF BATH* Single Family Home located in the sought after community GREENVILLE COMMONS, in Casselberry - FL, served by Seminole County great schools. THIS HOME is part of the 2nd and final phase of the community development. Greenville Commons consists of a total of 41 single family homes and it's on its last phase to completion.

    Emidio Dias Carvalho Neto CHARLES RUTENBERG REALTY ORLANDO

    1251 Ash Tree Cove, Casselberry, FL 32707
  • /35

    $529,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,412 Sq Ft

    1252 Ash Tree Cove, Casselberry, FL 32707

    Welcome to the CARLISLE FLOOR PLAN, a *4 BED / 2 FULL BATH / 1 HALF BATH* Single Family Home located in the sought after community GREENVILLE COMMONS, in Casselberry - FL, served by Seminole County great schools. THIS HOME is part of the 2nd and final phase of the community development. Greenville Commons consists of a total of 41 single family homes and it's on its last phase to completion.

    Emidio Dias Carvalho Neto CHARLES RUTENBERG REALTY ORLANDO

    1252 Ash Tree Cove, Casselberry, FL 32707
  • /15

    $467,000

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft

    406 Capron Ash Loop, Casselberry, FL 32707

    One or more photo(s) has been virtually staged. Short Sale. Short Sale – Stunning Turn-Key Home in Desirable Seminole County Don’t miss this incredible opportunity to own a beautifully maintained 4-bedroom, 3.5-bath home built in 2013, offering 2,148 heated square feet and 2,768 total square feet of thoughtfully designed living space. From the moment you enter, you’ll appreciate the open and

    Fina bower MARK SPAIN REAL ESTATE

    406 Capron Ash Loop, Casselberry, FL 32707
  • /22

    $358,500

    • 3 Beds
    • 2.5 Baths
    • 1,609 Sq Ft

    984 Legacy Winds Way, Casselberry, FL 32707

    Short Sale. GREAT OPPORTUNITY! Located in desirable Legacy Winds, this townhome offers the perfect blend of modern design, comfort, and convenience. Featuring 3 bedrooms and 2.5 baths, this TH welcomes you with an open and airy floor plan designed for everyday living and easy entertaining. The open kitchen is the heart of the home, complete with stainless steel appliances, a spacious center

    Doug Woehr COLDWELL BANKER REALTY

    984 Legacy Winds Way, Casselberry, FL 32707
  • /24

    $365,000

    • 3 Beds
    • 2.5 Baths
    • 1,914 Sq Ft

    420 Harbor Winds Ct, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. This stunning 3-bedroom, 2.5-bathroom townhouse offers the perfect blend of modern luxury and serene living, complete with a two-car garage and an unbeatable location. Step inside to a home that feels brand new, featuring a freshly repainted interior and an open, airy layout designed for both comfort and style. The heart of the home is a

    Robert Arnold SAND DOLLAR REALTY GROUP INC

    420 Harbor Winds Ct, Winter Springs, FL 32708
  • /18

    $144,000

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft

    144 Lewfield Cir, Winter Park, FL 32792

    LOCATION! LOCATION! LOCATION! Beautiful 2nd floor corner condo in desirable Winter Park, featuring 1 bed/1 bath, open concept living/dining area and balcony. Move-in ready and conveniently located near UCF, Rollins College, Valencia College, Park Avenue, and Downtown Orlando. Residents enjoy resort-style amenities including two pools, tennis court, a fitness center, and clubhouse available for

    Sandra Da Silva KELLER WILLIAMS HERITAGE REALTY

    144 Lewfield Cir, Winter Park, FL 32792
  • /28

    $335,000

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    471 Harbor Winds Ct, Winter Springs, FL 32708

    Experience the perfect blend of location and low-maintenance living at 471 Harbor Winds Court. Located in a secure, gated Winter Springs community, this move-in ready home offers ultimate peace of mind with a NEW ROOF (2024). The functional interior features a rare and highly desired Large Primary Suite on the Main Floor, complete with dual closets for abundant storage. The open, inviting layout

    Terrica Francois KELLER WILLIAMS ADVANTAGE III

    471 Harbor Winds Ct, Winter Springs, FL 32708
  • /23

    $150,000

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft

    302 Lewfield Cir Unit 302, Winter Park, FL 32792

    Perfectly positioned in the heart of Winter Park, this inviting one-bedroom, one-bath residence offers effortless living in one of Central Florida’s most desirable locations. The thoughtfully designed interior opens to a second-story private balcony, creating a quiet space to unwind or enjoy morning coffee. Natural light fills the home, while the layout provides comfort, functionality, and easy

    Heather Spirazza REGENCY REAL ESTATE LLC

    302 Lewfield Cir Unit 302, Winter Park, FL 32792
  • /36

    $269,900

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

    2501 Tahoe Cir Unit 32501, Winter Park, FL 32792

    Welcome home to this spacious two-story Winter Park condo located in the sought-after Cedarwood Village community. Tucked away among mature landscaping yet close to everything, this residence offers a comfortable blend of privacy, architectural character, and convenience in a prime Central Florida location.The main living area features soaring 16.5-foot vaulted ceilings, a wood-burning

    Mya Adloo COLDWELL BANKER REALTY

    2501 Tahoe Cir Unit 32501, Winter Park, FL 32792
  • /30

    $415,000

    • 3 Beds
    • 3.5 Baths
    • 2,103 Sq Ft

    1994 Kenaston Rd Unit 1994, Maitland, FL 32751

    Located in the desirable city of Maitland, just three miles from Winter Park’s renowned Park Avenue, this extensively updated 3-bedroom, 3.5-bath townhouse offers modern living in a prime Central Florida location. Tucked within a quiet residential setting and zoned for highly rated Seminole County schools, the home provides easy access to dining, shopping, and entertainment while maintaining a

    Veronica Figueroa EXP REALTY LLC

    1994 Kenaston Rd Unit 1994, Maitland, FL 32751
  • /45

    $573,000

    • 5 Beds
    • 3.5 Baths
    • 3,566 Sq Ft

    203 Herrell Rd, Winter Springs, FL 32708

    **Seller will contribute towards buyer closing costs that buyer can use towards renovations. This number is negotiable.** Incredible opportunity to own this fantastic 5 bedroom, 3.5 bathroom home with OVER 3,500 square feet of living space and NO HOA in the highly sought after Ranchlands community. This home has a beautiful covered front porch, circular driveway with lots of parking space, an

    Margeaux Eddy MAINFRAME REAL ESTATE

    203 Herrell Rd, Winter Springs, FL 32708
  • /12

    $154,000

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft

    296 Lewfield Cir, Winter Park, FL 32792

    1 bed, 1 bath condo in Winter Park

    Jonathan Minerick HOMECOIN.COM

    296 Lewfield Cir, Winter Park, FL 32792
  • /26

    $465,000

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft

    2774 Bright Bird Ln, Winter Park, FL 32792

    Motivated seller! Brand new townhouse professionally decorated, and available today! Built in 2024, this property offers a great floorplan: with a lot of natural light and coziness. Fall in love with the modern and spacious house located in a prestigious area! Close to shops and markets this is an amazing opportunity for those looking for a quiet neighborhood but close to everything at the same

    Priscilla Triska FLORIDA CONNEXION PROPERTIES

    2774 Bright Bird Ln, Winter Park, FL 32792
  • /44

    $847,500 Pre-Foreclosure

    • 6 Beds
    • 4 Baths
    • 3,100 Sq Ft

    135 W Trade Winds Rd, Winter Springs, FL 32708

    As you arrive, you’re greeted by a circular driveway and the peace, privacy, and wide-open feel of over an acre of land. Step inside to a thoughtfully designed layout that flows with ease. To the right, a staircase leads to three spacious bedrooms, a full bathroom, and the primary suite featuring its own private bath. To the left, a cozy living room offers the perfect setting to relax and unwind.

    Joshua Crittendon EXP REALTY LLC

    135 W Trade Winds Rd, Winter Springs, FL 32708
  • /31

    $879,900 Pre-Foreclosure

    • 5 Beds
    • 4 Baths
    • 2,966 Sq Ft

    1135 Thunder Trail, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Dommerich Hills Pool Home | Oversized Lot | No HOA Tucked into the highly sought-after Dommerich Hills neighborhood, this beautifully updated pool home offers the kind of space, charm, and lifestyle that’s becoming harder to find in Maitland. Sitting on an oversized lot with no HOA, the home provides nearly 3,000 square feet of thoughtfully designed

    Angela Worachek DALTON WADE INC

    1135 Thunder Trail, Maitland, FL 32751

Home Trends in Casselberry, FL

Housing Trends

Median Sale Price
$354,000
Median Single Family Sale Price
$375,000
Median Townhouse Sale Price
$282,500
Median 2 Bedroom Sale Price
$180,000
Median 1 Bedroom Sale Price
$143,000
Average Price Per Sq Ft
$222
Number of Homes for Sale
72
Last 12 months Home Sales
463
Months of Supply
1.90
Median List Price
$369,900
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-1%
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